CN101973936B - Preparation method of pyridone derivative - Google Patents
Preparation method of pyridone derivative Download PDFInfo
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- CN101973936B CN101973936B CN2010105007899A CN201010500789A CN101973936B CN 101973936 B CN101973936 B CN 101973936B CN 2010105007899 A CN2010105007899 A CN 2010105007899A CN 201010500789 A CN201010500789 A CN 201010500789A CN 101973936 B CN101973936 B CN 101973936B
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- RTLKJCSGNBYCKJ-UHFFFAOYSA-N NC(CC(c1ccccc1)=O)=O Chemical compound NC(CC(c1ccccc1)=O)=O RTLKJCSGNBYCKJ-UHFFFAOYSA-N 0.000 description 1
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Abstract
The invention relates to a preparation method of a pyridone derivative. The pyridone derivative is prepared from malononitrile and benzoylacetone as raw materials. The preparation method comprises the following steps of: firstly, preparing a solution of benzoylacetone, hexamethyl disilazane and acetic acid and a solution of benzoylacetone, malononitrile and acetic acid; placing the solution of benzoylacetone, hexamethyl disilazane and acetic acid in a four-neck flask under the conditions of electric heating, water bath, agitation and water circulating condensation and under the protection of a nitrogen and argon mixed gas, and dropwise adding the solution of benzoylacetone, malononitrile and acetic acid to perform a chemical reaction; filtering by suction, washing, centrifugally separating and drying in vacuum to produce light yellow powder; and recrystallizing and purifying through dimethyl sulfoxide to finally prepare a light yellow long block pyridone derivative crystal. The product emits yellow light, the yield of the product is high and can reach 89.6%, the purity of the product is good and can reach 99.9%, and the product is in a single-crystal structure.
Description
Technical field
The present invention relates to a kind of preparation method of Pyridione derivatives, belong to the preparation method of nitrogen heterocyclic ring compounds and the technical field of application.
Background technology
The organic fluorescence heterocycle materials is with a wide range of applications at aspects such as molecular probe, Organic Light Emitting Diode, photovoltaic, dyestuffs, and the 2-pyridone belongs to the organic nitrogen-containing heterogeneous ring compound, and its verivate is the midbody of pyridine synthesis, quinoline; Many medicines of treatment heart disease often contain 2-pyridone structure, because the 2-pyridone has luminous and immune biological nature, the application of 2-Pyridione derivatives more and more receives people's attention.
At present, the method for many Synthetic 2-pyridones is arranged, for example nitrogen substituted pyridines salt oxidation, the Knovenagel reaction can prepare the 2-pyridone; Wherein most important Synthetic 2-pyridone method relates to the reaction of Malonamide nitrile and 1,3 diketone; The kind of pyridone and verivate thereof is more, though its composition principle seems simply, because raw material and reaction process are complicated, the product of Development and Production is still less so far; For example: Cyanopyridone synthetic primitive reaction is the Guareshi-Thrope reaction; The activity methene compound that contains cyanic acid with methyl aceto acetate, etheric acid aniline etc.; For example methyl cyanoacetate, ethyl cyanoacetate, Malonamide nitrile can encircle the formation Pyridione derivatives in the presence of piperidines or sodium alkoxide; It is raw material that pure amine is adopted in this reaction, and sodium alkoxide is made solvent, and end reaction palpus fractionation by distillation had both increased reactions step, had improved energy consumption, had also increased environmental pollution, and product purity and productive rate are all lower, and industrial applications is greatly limited.
Summary of the invention
Goal of the invention
The object of the invention is exactly to disadvantages of background technology; With propane dinitrile and benzoyl acetone is raw material; Under acetate and hmds gastral cavity condition; Adopt pyridine synthesis ketone derivatives under obtain solution, electrically heated, magnetic agitation, water-bath state, the nitrogen+argon gas body protection, under the water cycle condensation, purify, obtain high-purity product single crystal and high production yield rate through recrystallization.
Technical scheme
The chemical substance material that the present invention uses is: propane dinitrile, benzoyl acetone, acetate, hmds gastral cavity, deionized water, DMSO 99.8MIN., argon gas, nitrogen, its combination of materials consumption is following: with gram, milliliter, centimetre
3Be measure unit
Propane dinitrile: C
3H
2N
21.32g ± 0.001g
Benzoyl acetone C
10H
10O
22.0g ± 0.001g
Acetate: C
2H
4O
2200ml ± 1ml
Hmds gastral cavity C
6H
19Si
2N 0.97ml ± 0.001ml
DMSO 99.8MIN. C
2H
6OS 50ml ± 2ml
Deionized water H
2O 10000ml ± 100ml
Argon Ar 5000cm
3± 100cm
3
Nitrogen N
25000cm
3± 100cm
3
The preparation compound method is following:
(1) selected chemical substance material
To carry out selectedly to preparing required chemical substance material, and carry out quality purity control:
Propane dinitrile: solid crystals 99.9%
Benzoyl acetone: solid-state solid 99.9%
Acetate: liquid liquid 99.8%
Hmds gastral cavity: liquid liquid 99.9%
DMSO 99.8MIN.: liquid liquid 99.9%
Deionized water: liquid liquid 99.9%
Argon gas gaseous state gas 99.9%
Nitrogen gaseous state gas 99.9%
(2) preparation benzoyl acetone+hmds gastral cavity+acetic acid mixed solution
1. take by weighing benzoyl acetone 0.81g ± 0.001g; `
Take by weighing hmds gastral cavity 0.97ml ± 0.001ml;
Take by weighing acetate 6.5ml ± 0.001ml;
2. be formulated in the there-necked flask and carry out;
3. benzoyl acetone, hmds gastral cavity, acetate are added in the there-necked flask;
4. stir with whisking appliance, churning time 20min ± 1min makes its thorough mixing, becomes: benzoyl acetone+hmds gastral cavity+acetic acid mixed solution;
(3) preparation benzoyl acetone+propane dinitrile+acetic acid mixed solution
1. take by weighing benzoyl acetone 0.81g ± 0.001g;
Take by weighing propane dinitrile 1.32g ± 0.001g;
Take by weighing acetate 7.0ml ± 0.001ml;
2. be formulated in the there-necked flask and carry out;
3. benzoyl acetone, propane dinitrile, acetate are added in the there-necked flask;
4. stir with whisking appliance, churning time 30min ± 1min makes its thorough mixing, becomes:
Benzoyl acetone+propane dinitrile+acetic acid mixed solution;
(4) preparation Pyridione derivatives
1. be prepared in the four-hole boiling flask and carry out, under water-bath, heating, stirring, water cycle condensation, nitrogen+argon gas body guard mode, accomplish;
2. clean four-hole boiling flask
Deionized water 150ml is added in the four-hole boiling flask, and stirring and washing 5min outwells then, and dries;
Cleaning repeats 4 times, makes in the bottle clean;
3. four-hole boiling flask is placed on the cleansing bath tub, cleansing bath tub is placed on the electric heating whisking appliance;
In four-hole boiling flask, insert extraction pipe, nitrogen+argon flue, tap funnel, water cycle prolong from left to right successively, and airtight;
4. open extraction pipe, extraction valve, off-gas pump, extract air in the four-hole boiling flask out;
5. open nitrogen+argon flue, gas trap, gas bottle, to four-hole boiling flask input nitrogen+argon gas, input speed 25cm
3/ min;
6. in cleansing bath tub, add water-bath water, make the water-bath water logging not have whole liquid in the four-hole boiling flask;
7. benzoyl acetone+hmds gastral cavity+the acetic acid mixed solution with preparation is added in the four-hole boiling flask by tap funnel;
8. benzoyl acetone+propane dinitrile+acetic acid mixed solution is added in the tap funnel, opening controlling valve drips solution, rate of addition 0.1ml/min, and the limit drips, stir on the limit, the limit heating, and it is fully dissolved;
9. open water cycle prolong and production well, carry out the water cycle condensation;
10. open the electric heating whisking appliance, cleansing bath tub, four-hole boiling flask temperature rise to 70 ℃ ± 1 ℃, constant temperature, insulation, stirring, time 180min ± 10min by 25 ℃;
Chemical reaction will take place in under water-bath, heating, stirring, water cycle condensation, nitrogen+argon gas body guard mode in the preparation process, reaction formula is following:
In the formula:
O: oxygen CH
3: methyl
C: carbon CH
2: methylene radical
N: nitrogen NC: itrile group
H
3C: methyl
C
13H
10N
2O:3-itrile group-4-methyl-6-phenyl-2-pyridone
Become in the four-hole boiling flask: 3-itrile group-4-methyl-6-phenyl-2-pyridone solution
(6) cool off with bottle
Reaction is closed the electric heating whisking appliance after finishing, and closes the water cycle prolong, closes nitrogen+argon gas bottle, makes 3-itrile group-4-methyl-6-phenyl-2-pyridone solution naturally cool to 25 ℃ with four-hole boiling flask;
(7) suction filtration
3-itrile group-4-methyl-6-phenyl-2-pyridone solution is placed the B of filter flask, carry out suction filtration with two layers of fast qualitative filter paper, waste liquid is evacuated in the filter flask, retains the product filter cake on the filter paper;
(8) preparation product filter cake+acetate mixed solution
100ml places beaker with acetate, adds the product filter cake then, and the limit adds, stir on the limit, and time 10min ± 1min becomes: acetate+product mixed solution;
(9) spinning
Acetate+product mixed solution is placed centrifuge tube, place then on the whizzer, carry out spinning, centrifuge speed 5000r/min, centrifugation time 30min ± 1min, after the spinning, product is at the separator tube bottom settlings;
The liquid on centrifuge tube top is outwelled, retained the bottom settlings thing, i.e. product;
(10) vacuum-drying
Product throw out after the spinning is placed quartz container, place vacuum drying oven to carry out drying then, 80 ℃ ± 1 ℃ of drying temperature, vacuum tightness 5.0 * 10
-4Pa, time of drying, 60min ± 2min got product powder, that is: buff powder after the drying;
(11) washing, suction filtration
The light yellow product powder is placed beaker, add deionized water 100ml, agitator treating 10min becomes: the product mixed solution;
Product mixed solution after the washing is placed the B of filter flask, carry out suction filtration with two layers of fast qualitative filter paper, waste liquid is extracted in the filter flask, retention product filter cake on the filter paper;
Washing, suction filtration repeat 6 times;
(12) vacuum-drying
Product behind the washing suction filtration is placed quartz container, in vacuum drying oven, carry out drying, vacuum tightness 5.0 * 10 then
-4Pa, 80 ℃ ± 1 ℃ of drying temperature, time of drying, 20min ± 1min became after the drying: buff powder;
(13) DMSO 99.8MIN. recrystallization
1. DMSO 99.8MIN. 30ml ± 1ml is added in the beaker;
The light yellow product powder is added in the beaker, and the limit adds, and stir on the limit, and time 10min fully dissolves it, becomes: DMSO 99.8MIN.+product powder liquid;
2. filter insolubles
Mixed solution is placed B, filter with three layers of low speed qualitative filter paper, retain insoluble substance on the filter paper, mixed solution is filtered to filter flask;
3. leave standstill the volatilization mixed solution
The filter flask that fills mixed solution is placed the vacuum drying oven of 25 ℃ ± 2 ℃ cleaning, in vacuum tightness 5.0 * 10
-4Under the Pa, make DMSO 99.8MIN. leave standstill volatilization naturally, time 80h;
Retain crystalline product in the filter flask of volatilization back, i.e. final product: light yellow rectangular block Pyridione derivatives single crystal
(14) detect, analyze, characterize
Pattern, color and luster, chemical ingredients, the luminescent properties of light yellow rectangular block Pyridione derivatives single crystal to preparation detects, analyzes and characterize;
Carry out rectangular bulk crystals morphology analysis with ESEM;
Carry out the film-forming properties analysis with AFM;
Carry out analysis of the molecular structure with X-ray single crystal diffractometer;
Carry out IR spectroscopy with infrared absorption spectrometer;
Carry out ultraviolet absorption spectroscopy with ultraviolet-visible spectrometer;
Carry out emmission spectrometric analysis with XRF;
Conclusion: product is light yellow rectangular block Pyridione derivatives single crystal, jaundice light
(15) product stores
The light yellow bulk-shaped monocrystal body of Pyridione derivatives product to preparation is stored in the brown transparent Glass Containers, and airtight lucifuge stores; Place drying, cool place, clean environment; Want waterproof, protection against the tide, sun-proof, acid-proof alkali salt erosion, 20 ℃ ± 2 ℃ of storing temps, relative humidity≤10%.
The preparation of described Pyridione derivatives is carried out in four-hole boiling flask; Under electric heating, stirring, water-bath, water cycle condensation, nitrogen+argon shield, accomplish; Electric heater 1 is provided with image display 2, PL 3, trip switch 4, oscillating agitator 5, and electric heater 1 top is cleansing bath tub 6, is water-bath water 13 in the cleansing bath tub 6; In cleansing bath tub 6, put four-hole boiling flask 7, whole liquid that water-bath water 13 soaks in the four-hole boiling flask 7; Extraction pipe 18, nitrogen+argon flue 21, tap funnel 12 and liquid-controlling valve 13, water cycle prolong 8 and water-in 10, water outlet 9, air outlet 11 are set on four-hole boiling flask 7 tops from left to right, are that benzoyl acetone+hmds gastral cavity+acetic acid mixed solution 15, inside are nitrogen+argon gas body 16 in the four-hole boiling flask 7; Water-in 10, water outlet 9 connect with external water source; In the tap funnel 12 is benzoyl acetone+propane dinitrile+acetic acid mixed solution 14, and is dripped by valve 13 controls; Nitrogen+argon flue 21 connects nitrogen+argon gas bottle 22, and by nitrogen+argon gas trap 20 controls; Extraction pipe 18 connects off-gas pump 19, and by extraction valve 17 controls.
The pattern of described Pyridione derivatives is light yellow rectangular bulk-shaped monocrystal body, jaundice light.
Described Pyridione derivatives, photoluminescence spectra maximum emission wavelength are 545nm, and halfwidth is 68nm.
Described Pyridione derivatives, the bulk crystals molecular structure is:
Beneficial effect
The present invention compares with background technology has tangible advance, and it is to be raw material with propane dinitrile, benzoyl acetone, earlier preparation benzoyl acetone+hmds gastral cavity+acetic acid mixed solution, benzoyl acetone+propane dinitrile+acetic acid mixed solution; In four-hole boiling flask, under electric heating, stirring, water-bath, water cycle condensation, nitrogen+argon gas body protection, carry out, earlier benzoyl acetone+hmds gastral cavity+acetic acid mixed solution is placed four-hole boiling flask; Drip benzoyl acetone+propane dinitrile+acetic acid mixed solution then, under 70 ℃, carry out chemical reaction, through suction filtration, washing, spinning, vacuum-drying; Process buff powder, purify, finally process light yellow block Pyridione derivatives single crystal through the DMSO 99.8MIN. recrystallization; Product yield is high, can reach 89.6%, and product purity is good; Can reach 99.9%; Jaundice light, product is a single crystal structure, is the very good method for preparing Pyridione derivatives.
Description of drawings
Fig. 1 prepares synthetic state figure for Pyridione derivatives
Fig. 2 is light yellow block product shape appearance figure
Fig. 3 is a product film formation surface shape appearance figure
Fig. 4 is a product crystal molecule structure iron
Fig. 5 is an infrared absorpting light spectra
Fig. 6 is a uv absorption spectra
Fig. 7 is the fluorescence emission spectrogram
Shown in the figure, list of numerals is following:
1. electric heater, 2. image display, 3. PL, 4. trip switch, 5. oscillating agitator; 6. cleansing bath tub, 7. four-hole boiling flask, 8. water cycle prolong, 9. water outlet, 10. water-in; 11. the air outlet, 12. tap funnels, 13. valves, 14. benzoyl acetones+propane dinitrile+acetic acid mixed solution; 15. benzoyl acetone+hmds gastral cavity+acetic acid mixed solution, 16. nitrogen+argon gas body, 17. extraction valves, 18. extraction pipes; 19. off-gas pump, 20. nitrogen+argon gas trap, 21. nitrogen+argon flue, 22. argons+oxide gas bottle.
Embodiment
Below in conjunction with accompanying drawing the present invention is further specified:
Shown in Figure 1; For Pyridione derivatives prepares synthetic state figure; To carry out in strict accordance with technical process and processing parameter; Operation according to the order of sequence, each location connecting relation such as electric heater, cleansing bath tub, four-hole boiling flask, tap funnel, nitrogen+argon gas bottle, off-gas pump, water cycle prolong want correct, install firmly.
The chemical substance material that preparation is used is to confirm by the scope that is provided with in advance, with gram, milliliter, centimetre
3Be measure unit.
The four-hole boiling flask that preparation is used, cleansing bath tub, tap funnel, extraction pipe, nitrogen+argon flue,
The four-hole boiling flask that preparation is used, cleansing bath tub, tap funnel, extraction pipe, nitrogen+argon flue, water cycle prolong, there-necked flask, container etc. are wanted strict and are used washed with de-ionized water, make its cleaning, in case other chemical substances interventions, in order to avoid produce by product.
Shown in Figure 2, be light yellow rectangular bulk crystals product shape appearance figure, can know among the figure: product is strip crystal different in size when amplifying 2000 times.
Shown in Figure 3, be product film formation surface shape appearance figure, can know among the figure: when vacuum evaporated film thickness is 50nm, observe the film surface with AFM, r.m.s. roughness RMS is 1.23nm, forms fine and close film;
Shown in Figure 4, be product crystal molecule structure iron, can know among the figure: its single crystal structure is an oblique system, P2 [1]/n spacer
α＝γ＝90°β＝120.31(2)°
R1＝0.0410wR2＝0.0998
Shown in Figure 5, be infrared absorpting light spectra, can know among the figure: ordinate zou is a transmitance, and X-coordinate is a wave number, and unit is cm
-1, wave number is at 1626cm
-1The time be the stretching vibration absorption peak of C=O, wave number is at 2234cm
-1The time be the stretching vibration absorption peak of C=N, show that the vibration peak of C=O in the product is moved to high wave number direction slightly, the vibration peak of C=N do not take place the skew but relative intensity increase to some extent.
Shown in Figure 6, be uv absorption spectra, can know among the figure: ordinate zou is the relative intensity index, and X-coordinate is a wavelength, and unit is nm, and absorption peak lays respectively at 250nm, 357nm, the shortwave absorption peak at 250nm place derives from the л → л on the phenyl ring
*Transition, 357nm long wave absorption peak derives from charge transfer transition.
Shown in Figure 7, be the fluorescent emission spectrogram, can know among the figure: ordinate zou is the relative intensity index, and X-coordinate is a wavelength, and unit is nm, and luminous main peak is positioned at the 545nm place, is a kind of yellow emission material.
Claims (2)
1. the preparation method of a Pyridione derivatives; It is characterized in that: the chemical substance material of use is: propane dinitrile, benzoyl acetone, acetate, hmds gastral cavity, deionized water, DMSO 99.8MIN., argon gas, nitrogen, its combination of materials consumption is following: with gram, milliliter, centimetre
3Be measure unit
The preparation compound method is following:
(1) selected chemical substance material
To carry out selectedly to preparing required chemical substance material, and carry out quality purity control:
(2) preparation benzoyl acetone+hmds gastral cavity+acetic acid mixed solution
1. take by weighing benzoyl acetone 0.81g ± 0.001g;
Take by weighing hmds gastral cavity 0.97ml ± 0.001ml;
Take by weighing acetate 6.5ml ± 0.001ml;
2. be formulated in the there-necked flask and carry out;
3. benzoyl acetone, hmds gastral cavity, acetate are added in the there-necked flask;
4. stir with whisking appliance, churning time 20min ± 1min makes its thorough mixing, becomes: benzoyl acetone+hmds gastral cavity+acetic acid mixed solution;
(3) preparation benzoyl acetone+propane dinitrile+acetic acid mixed solution
1. take by weighing benzoyl acetone 0.81g ± 0.001g;
Take by weighing propane dinitrile 1.32g ± 0.001g;
Take by weighing acetate 7.0ml ± 0.001ml;
2. be formulated in the there-necked flask and carry out;
3. benzoyl acetone, propane dinitrile, acetate are added in the there-necked flask;
4. stir with whisking appliance, churning time 30min ± 1min makes its thorough mixing, becomes: benzoyl acetone+propane dinitrile+acetic acid mixed solution;
(4) preparation Pyridione derivatives
1. be prepared in the four-hole boiling flask and carry out, under water-bath, heating, stirring, water cycle condensation, nitrogen+argon gas body guard mode, accomplish;
2. clean four-hole boiling flask
Deionized water 150ml is added in the four-hole boiling flask, and stirring and washing 5min outwells then, and dries;
Cleaning repeats 4 times, makes in the bottle clean;
3. four-hole boiling flask is placed on the cleansing bath tub, cleansing bath tub is placed on the electric heating whisking appliance;
In four-hole boiling flask, insert extraction pipe, nitrogen+argon flue, tap funnel, water cycle prolong from left to right successively, and airtight;
4. open extraction pipe, extraction valve, off-gas pump, extract air in the four-hole boiling flask out;
5. open nitrogen+argon flue, gas trap, gas bottle, to four-hole boiling flask input nitrogen+argon gas, input speed 25cm
3/ min;
6. in cleansing bath tub, add water-bath water, make the water-bath water logging not have whole liquid in the four-hole boiling flask;
7. benzoyl acetone+hmds gastral cavity+the acetic acid mixed solution with preparation is added in the four-hole boiling flask by tap funnel;
8. benzoyl acetone+propane dinitrile+acetic acid mixed solution is added in the tap funnel, opening controlling valve drips solution, rate of addition 0.1ml/min, and the limit drips, stir on the limit, the limit heating, and it is fully dissolved;
9. open water cycle prolong and production well, carry out the water cycle condensation;
10. open the electric heating whisking appliance, cleansing bath tub, four-hole boiling flask temperature rise to 70 ℃ ± 1 ℃, constant temperature, insulation, stirring, time 180min ± 10min by 25 ℃;
is in the preparation process; Under water-bath, heating, stirring, water cycle condensation, nitrogen+argon gas body guard mode, chemical reaction will take place, reaction formula is following:
In the formula:
O: oxygen CH
3: methyl
C: carbon CH
2: methylene radical
N: nitrogen NC: itrile group
H
3C: methyl
C
13H
10N
2O:3-itrile group-4-methyl-6-phenyl-2-pyridone
Become in the four-hole boiling flask: 3-itrile group-4-methyl-6-phenyl-2-pyridone solution
(5) cool off with bottle
Reaction is closed the electric heating whisking appliance after finishing, and closes the water cycle prolong, closes nitrogen+argon gas body protection bottle, makes 3-itrile group-4-methyl-6-phenyl-2-pyridone solution naturally cool to 25 ℃ with four-hole boiling flask;
(6) suction filtration
3-itrile group-4-methyl-6-phenyl-2-pyridone solution is placed the B of filter flask, carry out suction filtration with two layers of fast qualitative filter paper, waste liquid is evacuated in the filter flask, retains the product filter cake on the filter paper;
(7) preparation product filter cake+acetate mixed solution
100ml places beaker with acetate, adds the product filter cake then, and the limit adds, stir on the limit, and time 10min ± 1min becomes: acetate+product mixed solution;
(8) spinning
Acetate+product mixed solution is placed centrifuge tube, place then on the whizzer, carry out spinning, centrifuge speed 5000r/min, centrifugation time 30min ± 1min, after the spinning, product is at the separator tube bottom settlings;
The liquid on centrifuge tube top is outwelled, retained the bottom settlings thing, i.e. product;
(9) vacuum-drying
Product throw out after the spinning is placed quartz container, place vacuum drying oven to carry out drying then, 80 ℃ ± 1 ℃ of drying temperature, vacuum tightness 5.0 * 10
-4Pa, time of drying, 60min ± 2min got product powder, that is: buff powder after the drying;
(10) washing, suction filtration
The light yellow product powder is placed beaker, add deionized water 100ml, agitator treating 10min becomes: the product mixed solution;
Product mixed solution after the washing is placed the B of filter flask, carry out suction filtration with two layers of fast qualitative filter paper, waste liquid is extracted in the filter flask, retention product filter cake on the filter paper;
Washing, suction filtration repeat 6 times;
(11) vacuum-drying
Product behind the washing suction filtration is placed quartz container, in vacuum drying oven, carry out drying, vacuum tightness 5.0 * 10 then
-4Pa, 80 ℃ ± 1 ℃ of drying temperature, time of drying, 20min ± 1min became after the drying: buff powder;
(12) DMSO 99.8MIN. recrystallization
1. DMSO 99.8MIN. 30ml ± 1ml is added in the beaker;
The light yellow product powder is added in the beaker, and the limit adds, and stir on the limit, and time 10min fully dissolves it, becomes: DMSO 99.8MIN.+product powder liquid;
2. filter insolubles
Mixed solution is placed B, filter with three layers of low speed qualitative filter paper, retain insoluble substance on the filter paper, mixed solution is filtered to filter flask;
3. leave standstill the volatilization mixed solution
The filter flask that fills mixed solution is placed the vacuum drying oven of 25 ℃ ± 2 ℃ cleaning, in vacuum tightness 5.0 * 10
-4Under the Pa, make DMSO 99.8MIN. leave standstill volatilization naturally, time 80h;
Retain crystalline product in the filter flask of volatilization back, i.e. final product: light yellow rectangular block Pyridione derivatives single crystal
(13) detect, analyze, characterize
Pattern, color and luster, chemical ingredients, the luminescent properties of light yellow rectangular block Pyridione derivatives single crystal to preparation detects, analyzes and characterize;
Carry out rectangular bulk crystals morphology analysis with ESEM;
Carry out the film-forming properties analysis with AFM;
Carry out analysis of the molecular structure with X-ray single crystal diffractometer;
Carry out IR spectroscopy with infrared absorption spectrometer;
Carry out ultraviolet absorption spectroscopy with ultraviolet-visible spectrometer;
Carry out emmission spectrometric analysis with XRF;
Conclusion: product is light yellow rectangular block Pyridione derivatives single crystal, jaundice light
(14) product stores
The light yellow bulk-shaped monocrystal body of Pyridione derivatives product to preparation is stored in the brown transparent Glass Containers, and airtight lucifuge stores; Place drying, cool place, clean environment; Want waterproof, protection against the tide, sun-proof, acid-proof alkali salt erosion, 20 ℃ ± 2 ℃ of storing temps, relative humidity≤10%.
2. the preparation method of a kind of Pyridione derivatives according to claim 1; It is characterized in that: the preparation of described Pyridione derivatives is carried out in four-hole boiling flask; Under electric heating, stirring, water-bath, water cycle condensation, nitrogen+argon shield, accomplish; Electric heater (1) is provided with image display (2), PL (3), trip switch (4), oscillating agitator (5), and electric heater (1) top is cleansing bath tub (6), is water-bath water in the cleansing bath tub (6); In cleansing bath tub (6), put four-hole boiling flask (7), the whole liquid in the water-bath water logging bubble four-hole boiling flask (7); Extraction pipe (18), nitrogen+argon flue (21), tap funnel (12) and liquid-controlling valve (13), water cycle prolong (8) and water-in (10), water outlet (9), air outlet (11) are set on four-hole boiling flask (7) top from left to right, are that benzoyl acetone+hmds gastral cavity+acetic acid mixed solution (15), inside are nitrogen+argon gas body (16) in the four-hole boiling flask (7); Water-in (10) water outlet (9) connects with external water source; In the tap funnel (12) is benzoyl acetone+propane dinitrile+acetic acid mixed solution (14), and is dripped by valve (13) control; Nitrogen+argon flue (21) connects nitrogen+argon gas bottle (22), and by nitrogen+argon gas trap (20) control; Extraction pipe (18) connects off-gas pump (19), and is controlled by extraction valve (17).
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| GEP20063937B (en) * | 2002-02-14 | 2006-10-10 | Pharmacia Corp | Substituted pyridinones as modulators of p38 map kinase |
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