CN103183677A - Application of ammonium thiosulfate as reducing agent in preparation of 5-amino-1,10-phenanthroline - Google Patents
Application of ammonium thiosulfate as reducing agent in preparation of 5-amino-1,10-phenanthroline Download PDFInfo
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- CN103183677A CN103183677A CN2013101592331A CN201310159233A CN103183677A CN 103183677 A CN103183677 A CN 103183677A CN 2013101592331 A CN2013101592331 A CN 2013101592331A CN 201310159233 A CN201310159233 A CN 201310159233A CN 103183677 A CN103183677 A CN 103183677A
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Abstract
The invention discloses a new purpose of ammonium thiosulfate as a reducing agent in the preparation of 5-amino-1,10-phenanthroline. The operation steps are as follows: adding an organic solvent and water into 5-nitro-1,10-phenanthroline, wherein 20-200ml of the organic solvent is added into each gram of the 5-nitro-1,10-phenanthroline; adding 10-80ml of water into each gram of the 5-nitro-1,10-phenanthroline; further adding the ammonium thiosulfate according the proportion of adding 1-50g of the ammonium thiosulfate into each gram of the 5-nitro-1,10-phenanthroline, mixing, then heating to 30 DEG C to 80 DEG C, performing reflux reaction for 4-48h, then cooling to room temperature, precipitating solids, and performing suction filtration and drying on a precipitate to get the 5-amino-1,10-phenanthroline. The technical scheme disclosed by the invention has the advantages of simplicity and convenience in the operation of the method, no production of environmental pollution and simple equipment, and is suitable for continuous production.
Description
Technical field
The invention belongs to chemical technology field, is ammonium thiosulfate at preparation 5-amino-1 specifically, in the 10-phenanthroline as application and the using method of reductive agent.
Background technology
1,10-phenanthroline and derivative thereof have good coordination characteristic, thereby not only all have significant role in crystallography and in a lot of fields.Now become the chelating ligand of widespread use.For example, in chemical analysis, catalytic chemistry as important sequestrant; Its title complex in life science as important electron delivery agent etc.Develop organic electroluminescence/embedded photoluminescent material for the preparation of rare-earth chelates.It also is a kind of important organic synthesis intermediate.
5-amino-1, the 10-phenanthroline is important chemical material, is widely used in fields such as dyestuff, medicine, agrochemicals, additive, tensio-active agent, textile auxiliary agent, sequestrant.
In the whole bag of tricks of nitroreduction, the iron powder reducing method always is the traditional method of extensive employing.But the iron reduction method can produce a large amount of iron mud, serious environment pollution.The zinc powder reduction method also has applicability comparatively widely, still needs individual curing but produce the zinc salt waste residue that produces.Sodium sulfide reducing method cost is low, but its reduction efficiency is not high, and reaction the time emits obnoxious flavour, and is all unfavorable to operator and environment.Above method is restricted because can cause serious environmental to pollute, and impels people to explore new and in environment and more favorably production method economically.
Ammonium thiosulfate, molecular formula are (NH
4)
2S
2O
3, be a kind of strong hygroscopic white oblique square crystal that has, be heated to 150 ℃ and can resolve into ammonium sulphite, Sulfur, ammonia, hydrogen sulfide and water.Very easily water-soluble, be insoluble to pure and mild ether, be slightly soluble in acetone.Unstable in air, stable in ammonia.Be used as photograph fixing salt in the sensitization industry, be used for the replacement sulfur sodium thiosulfate, have the advantage that the washing time is short and silver reclaims easily, and than the newborn film of the easier dissolving silver halide of sodium salt.Pharmaceutically be used as sterilant, analytical reagent.
Summary of the invention
The objective of the invention is at above-mentioned deficiency of the prior art, a kind of use ammonium thiosulfate reduction 5-nitro-1 is provided, the 10-phenanthroline prepares 5-amino-1, the method for 10-phenanthroline.
Another object of the present invention provides ammonium thiosulfate as the application of reductive agent.
The objective of the invention is to be achieved through the following technical solutions:
Use ammonium thiosulfate as reductive agent reduction 5-nitro-1, the 10-phenanthroline prepares 5-amino-1, the 10-phenanthroline.
The concrete steps of this method are:
To 5-nitro-1, add organic solvent and water in the 10-phenanthroline, wherein every gram 5-nitro-1 adds organic solvent 20-200ml in the 10-phenanthroline; Every gram 5-nitro-1 adds water 10-80ml in the 10-phenanthroline; By every gram 5-nitro-1, the ratio that the 10-phenanthroline adds the 1-50g ammonium thiosulfate adds ammonium thiosulfate again, mixing post-heating to 30 ℃-80 ℃, behind the back flow reaction 4-48h, be cooled to room temperature, have solid to separate out, with precipitate suction filtration drying, obtain 5-amino-1, the 10-phenanthroline.
Described organic solvent can use methyl alcohol, ethanol or propyl alcohol.
As preferably, preparation 5-amino-1 of the present invention is in the method for 10-phenanthroline, described organic solvent is ethanol, every gram 5-nitro-1, and it is 100ml that the 10-phenanthroline adds consumption of ethanol, every gram 5-nitro-1, the consumption that the 10-phenanthroline adds water is 50ml, every gram 5-nitro-1, and the consumption that the 10-phenanthroline adds ammonium thiosulfate is 50g, mix post-heating to 80 ℃, back flow reaction 4 hours, the finished product 5-amino-1 like this, the productive rate of 10-phenanthroline can reach 95.7%.
Ammonium thiosulfate of the present invention is as the application of reductive agent, and detailed process as above.
The present invention has following outstanding beneficial effect:
Technical scheme method of the present invention is simple to operation, does not produce environmental pollution, and equipment is simple, is fit to produce continuously.
Embodiment
The invention will be further described below in conjunction with embodiment:
The used ammonium thiosulfate of the embodiment of the invention is the product that commercially available Suzhou Jiuwang Multiple Ammonium Salt Technology Co., Ltd. produces.The organic solvent that embodiment 1-11 uses is ethanol: the organic solvent that embodiment 12-22 uses is methyl alcohol: the organic solvent that embodiment 23-33 uses is propyl alcohol.
Example 1:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml ethanol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.73g.Productive rate is approximately 84.2%.
Example 2:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 80ml ethanol and 40ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.68g.Productive rate is approximately 78.4%.
Example 3:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 200ml ethanol and 80ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.70g.Productive rate is approximately 80.7%.
Example 4:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml ethanol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 1g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.56g.Productive rate is approximately 64.6%.
Example 5:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 100ml ethanol and 50ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 50g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.83g.Productive rate is approximately 95.7%.
Example 6:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml ethanol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 56.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.61g.Productive rate is approximately 70.3%.
Example 7:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml ethanol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 86.7% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.68g.Productive rate is approximately 78.4%.
Example 8:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml ethanol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.30 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.55g.Productive rate is approximately 63.4%.
Example 9:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml ethanol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 30g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.60 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.63g.Productive rate is approximately 72.6%.
Example 10:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml ethanol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 24 hours.After 24 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.77g.Productive rate is approximately 88.8%.
Example 11:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml ethanol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 48 hours.After 48 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.78g.Productive rate is approximately 90%.
Example 12:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml methyl alcohol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.73g.Productive rate is approximately 84.2%.
Example 13:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 80ml methyl alcohol and 40ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.74g.Productive rate is approximately 85.3%.
Example 14:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 200ml methyl alcohol and 80ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.70g.Productive rate is approximately 80.7%.
Example 15:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml methyl alcohol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 1g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.67g.Productive rate is approximately 77.3%.
Example 16:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 100ml methyl alcohol and 50ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 50g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.74g.Productive rate is approximately 85.3%.
Example 17:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml methyl alcohol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 56.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.78g.Productive rate is approximately 90%.
Example 18:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml methyl alcohol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 86.7% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.8g.Productive rate is approximately 92.3%.
Example 19:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml methyl alcohol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.30 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.56g.Productive rate is approximately 64.6%.
Example 20:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml methyl alcohol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 30g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.60 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.62g.Productive rate is approximately 71.5%.
Example 21:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml methyl alcohol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 24 hours.After 24 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.78g.Productive rate is approximately 90%.
Example 22:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml methyl alcohol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 48 hours.After 48 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.8g.Productive rate is approximately 92.3%.
Example 23:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml propyl alcohol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.71g.Productive rate is approximately 81.9%.
Example 24:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 80ml propyl alcohol and 40ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.74g.Productive rate is approximately 85.5%.
Example 25:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 200ml propyl alcohol and 80ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.77g.Productive rate is approximately 88.8%.
Example 26:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml propyl alcohol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 1g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.54g.Productive rate is approximately 62.3%.
Example 27:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 100ml propyl alcohol and 50ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 50g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.77g.Productive rate is approximately 88.8%.
Example 28:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml propyl alcohol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 56.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.49g.Productive rate is approximately 56.5%.
Example 29:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml propyl alcohol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 86.7% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.62g.Productive rate is approximately 71.5%.
Example 30:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml propyl alcohol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.30 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.51g.Productive rate is approximately 58.8%.
Example 31:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml propyl alcohol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 30g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.60 ℃ of following back flow reaction 4 hours.After 4 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.59g.Productive rate is approximately 68%.
Example 32:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml propyl alcohol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 24 hours.After 24 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.75g.Productive rate is approximately 86.5%.
Example 33:
In four-necked bottle, add 1g compound (1): 5-nitro-1,10-phenanthroline.Add 20ml propyl alcohol and 10ml water again.The beginning heated and stirred.After treating that compound all dissolves, adding 6g purity is 96.1% (NH
4)
2S
2O
3Make its whole dissolvings.80 ℃ of following back flow reaction 48 hours.After 48 hours, naturally cool to room temperature.There is yellow flaky compound to separate out, the compound that suction filtration goes out to separate out.Obtain compound (2) behind the complete drying: 5-amino-1,10-phenanthroline.Claim to such an extent that weight is 0.79g.Productive rate is approximately 91.1%.
More than be preferred embodiment of the present invention, all changes of doing according to technical solution of the present invention when the function that produces does not exceed the scope of technical solution of the present invention, all belong to protection scope of the present invention.
Claims (4)
1. ammonium thiosulfate is at preparation 5-amino-1, in the 10-phenanthroline as the application of reductive agent.
2. one kind prepares 5-amino-1, and the method for 10-phenanthroline is characterized in that, the concrete steps of this method are:
To 5-nitro-1, add organic solvent and water in the 10-phenanthroline, wherein every gram 5-nitro-1 adds organic solvent 20-200ml in the 10-phenanthroline; Every gram 5-nitro-1 adds water 10-80ml in the 10-phenanthroline; By every gram 5-nitro-1, the ratio that the 10-phenanthroline adds the 1-50g ammonium thiosulfate adds ammonium thiosulfate again, mixing post-heating to 30 ℃-80 ℃, behind the back flow reaction 4-48h, be cooled to room temperature, have solid to separate out, with precipitate suction filtration drying, obtain 5-amino-1, the 10-phenanthroline.
3. preparation 5-amino-1 according to claim 2, the method for 10-phenanthroline is characterized in that, described organic solvent is methyl alcohol, ethanol or propyl alcohol.
4. preparation 5-amino-1 according to claim 2, the method of 10-phenanthroline is characterized in that, described organic solvent is ethanol, every gram 5-nitro-1, it is 100ml that the 10-phenanthroline adds consumption of ethanol, every gram 5-nitro-1, and the consumption that the 10-phenanthroline adds water is 50ml, every gram 5-nitro-1, the consumption that the 10-phenanthroline adds ammonium thiosulfate is 50g, mixes post-heating to 80 ℃, back flow reaction 4 hours.
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| CN105175412A (en) * | 2015-08-19 | 2015-12-23 | 台州学院 | Synthetic method for 2-amino-1,10-phenanthroline |
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| CN105175412A (en) * | 2015-08-19 | 2015-12-23 | 台州学院 | Synthetic method for 2-amino-1,10-phenanthroline |
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