CN104140401A - Compound N-phenyl aza-15-crown-5 preparation method - Google Patents
Compound N-phenyl aza-15-crown-5 preparation method Download PDFInfo
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- CN104140401A CN104140401A CN201310165553.8A CN201310165553A CN104140401A CN 104140401 A CN104140401 A CN 104140401A CN 201310165553 A CN201310165553 A CN 201310165553A CN 104140401 A CN104140401 A CN 104140401A
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- China
- Prior art keywords
- preparation
- dissolved
- dioxane
- dihydroxy ethyl
- compound
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D273/00—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00
- C07D273/01—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00 having one nitrogen atom
Abstract
The invention relates to a compound N-phenyl aza-15-crown 5 synthesis and purification method, N, N-dihydroxyethyl aniline, 2, 4-dioxane, triglycol dichloride and the like are used as raw materials, the prepared final product yield is over 10%, and the production method is scientific and reasonable, and provides detailed theoretical and practical guidance for subsequent expansion of production.
Description
Technical field
The invention belongs to compound preparation field, the preparation method of especially a kind of N-benzene azepine-15-hat 5.
Background technology
At present, because Bioexperiment makes new breakthroughs, make us in treatment and find in the process of the cause of disease, means are more, result is more accurate, property pharmaceutical requirements is also increased gradually for the various diseases for the treatment of so, therefore, the various compounds with new function are in a large amount of being developed, the whole world all has the new compound of the various difficult and complicated cases of opposing in searching, so in the process of these new compound exploitations, can produce the compound of numerous new textures and new configuration, and then in these numerous new compounds, find useful, there is the molecule for the treatment of use, therefore developing new compound is one and important process.
Summary of the invention
The object of the present invention is to provide the preparation method of a kind of compound N-benzene azepine-15-hat 5, and this compound of purifying, make its purity reach certain requirement, can further test or application it.
The technical scheme of object of the present invention is as follows:
A preparation method for compound N-benzene azepine-15-hat 5, step is as follows:
By N, N-dihydroxy ethyl aniline is dissolved in 2,4-dioxane, is heated to 75-85 DEG C of insulation 20min.In 3h, add sodium hydroxide, add and system is warming up to after dichloro three ether to 90-100 DEG C of insulation 30h.Filtered while hot, is spin-dried for filtrate for subsequent use.The anhydrous methanol that dissolves sodium perchlorate is poured in above-mentioned concentrated solution, be heated with stirring to after 55-65 DEG C, till the system that is threaded to not to go out to heat up in a steamer substantially.Add ethyl acetate to stir after 20min, by system, as for the cooling 2h of ice-water bath, solid is separated out, and filters, and product is dissolved in methylene dichloride, washes multipass with water, is spin-dried for solvent, obtains sterling.
And, described N, the mol ratio of N-dihydroxy ethyl aniline, sodium hydroxide, dichloro three ether, sodium perchlorate is 1:3:1:1.
And, described N, the concentration that N-dihydroxy ethyl aniline is dissolved in 2,4-dioxane is every 1molN, and N-dihydroxy ethyl aniline adopts 1500ml2, and 4-dioxane dissolves.
And the concentration that described potassium perchlorate is dissolved in anhydrous methanol is that every 1mol potassium perchlorate adopts 400ml anhydrous methanol to dissolve.
Advantage of the present invention and positively effect are:
1, the invention provides and use N, N-dihydroxy ethyl aniline, 2, the raw materials such as 4-dioxane, dichloro three ether synthesize method and the purification process thereof of N-benzene azepine-15-hat 5, the productive rate of preparing end product reaches 10%, production method science, reasonable, instructs for follow-up expanding production provides detailed theory and practice.
2, the invention provides N-benzene azepine-15-and be preced with synthesis condition, the raw material of each step in 5 building-up processes, and the nuclear magnetic spectrum of synthetic after product, for the analysis and identification of synthetic product provides detailed support.
Brief description of the drawings
Fig. 1 is the nuclear-magnetism figure of the compounds of this invention N-benzene azepine-15-hat 5,
1h NMR (300MHz, D2O).
Embodiment
Below in conjunction with embodiment, the present invention is further described, and following embodiment is illustrative, is not determinate, can not limit protection scope of the present invention with following embodiment.
Reaction scheme of the present invention is as follows:
Raw material
N, N-dihydroxy ethyl aniline, dichloro three ether, 2, the raw materials such as 4-dioxane are market and buy, without particular requirement.
The synthetic method of this compound is as follows:
By N, N-dihydroxy ethyl aniline (1mol) is dissolved in 2,4-dioxane (1500ml), is heated to 80 ± 5 DEG C of insulation 20min.In 3h, sodium hydroxide (3mol) is added in bottle, add and system is warming up to after dichloro three ether (1mol) to 95 ± 5 DEG C of insulation 30h.Filtered while hot, is spin-dried for filtrate for subsequent use.The anhydrous methanol (400ml) that dissolves sodium perchlorate (1mol) is poured in above-mentioned concentrated solution, be heated with stirring to after 60 ± 5 DEG C, till the system that is threaded to not to go out to heat up in a steamer (about 200ml) substantially.Add ethyl acetate to stir after 20min, by system, as for the cooling 2h of ice-water bath, solid is separated out, and filters, and product is dissolved in methylene dichloride, washes multipass with water, is spin-dried for solvent, obtains sterling 30g, productive rate 10%.
Claims (4)
1. a preparation method for compound N-benzene azepine-15-hat 5, is characterized in that: step is as follows:
By N, N-dihydroxy ethyl aniline is dissolved in 2,4-dioxane, is heated to 75-85 DEG C of insulation 20min.In 3h, add sodium hydroxide, add and system is warming up to after dichloro three ether to 90-100 DEG C of insulation 30h.Filtered while hot, is spin-dried for filtrate for subsequent use.The anhydrous methanol that dissolves sodium perchlorate is poured in above-mentioned concentrated solution, be heated with stirring to after 55-65 DEG C, till the system that is threaded to not to go out to heat up in a steamer substantially.Add ethyl acetate to stir after 20min, by system, as for the cooling 2h of ice-water bath, solid is separated out, and filters, and product is dissolved in methylene dichloride, washes multipass with water, is spin-dried for solvent, obtains sterling.
2. preparation method according to claim 1, is characterized in that: described N, the mol ratio of N-dihydroxy ethyl aniline, sodium hydroxide, dichloro three ether, sodium perchlorate is 1:3:1:1.
3. preparation method according to claim 1, is characterized in that: described N, and the concentration that N-dihydroxy ethyl aniline is dissolved in 2,4-dioxane is every 1molN, and N-dihydroxy ethyl aniline adopts 1500ml2, and 4-dioxane dissolves.
4. preparation method according to claim 1, is characterized in that: the concentration that described potassium perchlorate is dissolved in anhydrous methanol is that every 1mol potassium perchlorate adopts 400ml anhydrous methanol to dissolve.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310165553.8A CN104140401A (en) | 2013-05-08 | 2013-05-08 | Compound N-phenyl aza-15-crown-5 preparation method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310165553.8A CN104140401A (en) | 2013-05-08 | 2013-05-08 | Compound N-phenyl aza-15-crown-5 preparation method |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN104140401A true CN104140401A (en) | 2014-11-12 |
Family
ID=51849754
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310165553.8A Pending CN104140401A (en) | 2013-05-08 | 2013-05-08 | Compound N-phenyl aza-15-crown-5 preparation method |
Country Status (1)
| Country | Link |
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| CN (1) | CN104140401A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113372291A (en) * | 2021-06-08 | 2021-09-10 | 安徽启威生物科技有限公司 | Aza-crown ether quaternary ammonium salt sterilization deodorant and preparation method thereof |
-
2013
- 2013-05-08 CN CN201310165553.8A patent/CN104140401A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113372291A (en) * | 2021-06-08 | 2021-09-10 | 安徽启威生物科技有限公司 | Aza-crown ether quaternary ammonium salt sterilization deodorant and preparation method thereof |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20141112 |