CN103819362B - A kind of preparation method of diphenatril - Google Patents
A kind of preparation method of diphenatril Download PDFInfo
- Publication number
- CN103819362B CN103819362B CN201410057888.2A CN201410057888A CN103819362B CN 103819362 B CN103819362 B CN 103819362B CN 201410057888 A CN201410057888 A CN 201410057888A CN 103819362 B CN103819362 B CN 103819362B
- Authority
- CN
- China
- Prior art keywords
- benzene
- acid nitrile
- diphenatril
- melic
- melic acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
Abstract
The invention belongs to organic chemical synthesis field, adopt melic acid nitrile, the method for synthesis diphenatril particularly to one. Melic acid nitrile, benzene are sequentially added into agitator, condenser, thermometer reactor in, less than 45 DEG C drip concentrated sulphuric acid, react 1 hour, add water after dripping off, layering, and oil reservoir is washed, and the dry benzene that is evaporated off, decompression steams product. The present invention adopts melic acid nitrile synthesis diphenatril, it is to avoid uses the strong tearing property of intermediate alpha-brominated benzene acetonitrile prepared by bromine, adopts concentrated sulphuric acid as condensing agent, reduce cost.
Description
Technical field
The invention belongs to organic chemical synthesis field, adopt melic acid nitrile, the method for synthesis diphenatril particularly to one.
Background technology
Diphenatril is a kind of white crystals, is dissolved in ethanol, ether, water insoluble. Its purposes is primarily used to organic synthesis intermediate, is used for producing stomach amine in medicine; Diphenoxylate; Class dissipates the medicines such as pain.
Diphenatril on market today is mainly obtained through bromine bromination, condensation by benzene acetonitrile. This just brings a series of problem: first, and bromine is the raw material of a kind of instability: evaporate under room temperature quickly, and its steam has strong asphyxiating pungent taste, is slightly soluble in water. Due to the effumability of bromine, when causing it to use as raw material in the industrial production, utilization rate is too low, and under normal circumstances, industrially, actually used amount often makes more than 1.2 times of consumption to bromine for theory.
Secondly, in above-mentioned production technology, inevitably resulting from a kind of alpha-brominated benzene acetonitrile of intermediate product, alpha-brominated benzene acetonitrile is a kind of chemical substance with strong tearing property, and the healthy of workman being engaged in a line production is had very big harm.
Summary of the invention
The technical problem to be solved is: in prior art, preparing diphenatril, adopt in the technique that benzene acetonitrile obtains through bromine bromination, condensation, bromine utilization rate is very low, and the alpha-brominated benzene acetonitrile of intermediate product produced has strong tearing property, it is unfavorable for the health of shop floor worker.
For solving this technical problem, the technical solution used in the present invention is:
The method that the invention provides a kind of melic acid nitrile synthesis diphenatril, concrete steps are followed successively by: melic acid nitrile, benzene are sequentially added into agitator, condenser, thermometer reactor in, less than 45 DEG C drip concentrated sulphuric acid, react 1 hour after dripping off, add water, layering, oil reservoir is washed, the dry benzene that is evaporated off, decompression steams product.
As preferably, preparing concretely comprising the following steps of diphenatril,
By 133g melic acid nitrile, 600g benzene, add with agitator, condensing tube, in the four-hole bottle of thermometer, under 40 45 DEG C of conditions, dropping 50g Solute mass fraction is the concentrated sulphuric acid of 98%, half an hour dropwises, and then stirring reaction 1 hour at 40 45 DEG C, has reacted to melic acid nitrile;
Above-mentioned reaction system being poured into water, layering, after removing water layer, organic layers with water is cleaned, dry, benzene is reclaimed in air-distillation, and decompression steams product.
The beneficial effects of the present invention is: the present invention adopts melic acid nitrile synthesis diphenatril, it is to avoid use the strong tearing property of intermediate alpha-brominated benzene acetonitrile prepared by bromine, adopt concentrated sulphuric acid as condensing agent, reduce cost.
Accompanying drawing illustrates:
Fig. 1: the infrared spectrogram of diphenatril prepared in the embodiment of the present invention;
Fig. 2: the hydrogen nuclear magnetic resonance spectrogram of diphenatril prepared in the embodiment of the present invention.
Detailed description of the invention
(1) by 133g melic acid nitrile, 600g benzene, add with agitator, condensing tube, in the four-hole bottle of thermometer, under 40 45 DEG C of conditions, dropping 50g Solute mass fraction is the concentrated sulphuric acid of 98%, half an hour dropwises, and then stirring reaction 1 hour at 40 45 DEG C, has reacted to melic acid nitrile;
(2) reaction system obtained in step (1) is poured in 800g water, layering, after removing water layer, organic layers with water is cleaned, dry, benzene is reclaimed in air-distillation, and decompression steams product.
Obtaining diphenatril 150.5g, content 99.2%, yield 78%(presses the conversion ratio of melic acid nitrile and calculates).
Claims (1)
1. the method synthesizing diphenatril with melic acid nitrile, it is characterized in that: described method is, melic acid nitrile, benzene are sequentially added into agitator, condenser, thermometer reactor in, less than 45 DEG C drip concentrated sulphuric acid, react 1 hour, add water after dripping off, layering, oil reservoir is washed, the dry benzene that is evaporated off, and decompression steams product;
Specifically, by 133g melic acid nitrile, 600g benzene, add with agitator, condensing tube, in the four-hole bottle of thermometer, under 40～45 DEG C of conditions, dropping 50g Solute mass fraction is the concentrated sulphuric acid of 98%, half an hour dropwises, and then stirring reaction 1 hour at 40～45 DEG C, has reacted to melic acid nitrile
Above-mentioned reaction system being poured into water, layering, after removing water layer, organic layers with water is cleaned, dry, benzene is reclaimed in air-distillation, and decompression steams product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410057888.2A CN103819362B (en) | 2014-02-20 | 2014-02-20 | A kind of preparation method of diphenatril |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410057888.2A CN103819362B (en) | 2014-02-20 | 2014-02-20 | A kind of preparation method of diphenatril |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103819362A CN103819362A (en) | 2014-05-28 |
| CN103819362B true CN103819362B (en) | 2016-06-15 |
Family
ID=50754699
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410057888.2A Active CN103819362B (en) | 2014-02-20 | 2014-02-20 | A kind of preparation method of diphenatril |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103819362B (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1151512B (en) * | 1961-08-19 | 1963-07-18 | Bayer Ag | Process for the preparation of 4,4'-dihydroxydiphenylacetonitrile |
| CN103351311A (en) * | 2013-06-17 | 2013-10-16 | 张家港威胜生物医药有限公司 | Synthesis method of diphenylacetonitrile |
-
2014
- 2014-02-20 CN CN201410057888.2A patent/CN103819362B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1151512B (en) * | 1961-08-19 | 1963-07-18 | Bayer Ag | Process for the preparation of 4,4'-dihydroxydiphenylacetonitrile |
| CN103351311A (en) * | 2013-06-17 | 2013-10-16 | 张家港威胜生物医药有限公司 | Synthesis method of diphenylacetonitrile |
Non-Patent Citations (4)
| Title |
|---|
| Dimeric propenyl phenol ether. XV. The synthesis of 1-veratryl-2,3-dimethyl-6,7-dimethoxytetralin;Muller, Alexander 等;《Journal of Organic Chemistry》;19520630;第17卷(第6期);第802页实验部分第2段 * |
| The synthesis of deuterium labeled analogs of a novel antidiarrheal agent, 2-[3,3-diphenyl-3-(2-methyl-1,3,4-oxadiazol-5-yl)propyl]-2-azabicyclo[2.2.2]octane;Buckley,P.H. 等;《Journal of Labelled Compounds and Radiopharmaceuticals》;19791231;第16卷(第5期);第753-759页 * |
| α,α-Bis(p-methoxyphenyl)succinic acid;Salmon-Legagneur, Francois 等;《Compt.rend.》;19571231;第245卷;第1810-1813页 * |
| 高纯度苯乙腈及其衍生产品的制备;陆庆松;《安徽化工》;20010630(第3期);第22-23页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103819362A (en) | 2014-05-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103772313B (en) | A kind of synthetic method of 4-methyl-5-(2-hydroxyethyl) thiazole | |
| CN102911022A (en) | Method for artificially synthesizing natural curcumin compound | |
| CN106316830B (en) | A method of the separating-purifying shikimic acid from ginkgo fallen leaves | |
| CN101863784B (en) | Methods for preparing and extracting betaine and betaine hydrochloride | |
| CN103044202A (en) | Preparation method of alpha-terpilenol | |
| CN103819362B (en) | A kind of preparation method of diphenatril | |
| CN102267911A (en) | Synthesis method of methyl salicylate | |
| CN106831360B (en) | Process method for continuously preparing β -naphthyl methyl ether | |
| CN101070278A (en) | Phenyl-3-(3-trifluoro-methyl-phenyl)-2-propanone | |
| CN104693025B (en) | A kind of method preparing 1,3-propanedicarboxylic acid list L-menthyl ester | |
| CN106242941A (en) | A kind of synthetic method of Cyclopropylmetyl bromide | |
| CN102351633B (en) | Preparation method of p-cymene | |
| CN103804197B (en) | A kind of preparation method of m-bromonitrobenzene | |
| CN102964233A (en) | Synthetic method of 3,5-2-fluoro-(trifluoromethyl)benzophenone | |
| CN105693658A (en) | Stearolactone synthesis process | |
| CN102942470B (en) | Production technology of pharmaceutical grade valeryl chloride | |
| CN102336699A (en) | Chiral compound | |
| CN104276979B (en) | The preparation method of agomelatine intermediate body | |
| WO2016105107A3 (en) | Efficient method for producing and purifying anhydrous sugar alcohol | |
| CN101210026A (en) | Method for preparing sodium tetraphenylborate | |
| CN105061153A (en) | Method for preparing thymol through isopropyl m-cresols | |
| CN103408418A (en) | Preparation and purification method of solid malonic acid | |
| CN104926632B (en) | A kind of Purification decolorization method of 3,4- 4-dihydroxy benzaldehyde | |
| CN104083441A (en) | Flos magnoliae volatile oil extraction method | |
| CN103833512A (en) | Method of synthesizing o-dibromobenzene by diazotization in one step at high temperature |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant |