CN103508972A - 2-methyl-5-aminotetrazole synthesis production method - Google Patents
2-methyl-5-aminotetrazole synthesis production method Download PDFInfo
- Publication number
- CN103508972A CN103508972A CN201310404059.2A CN201310404059A CN103508972A CN 103508972 A CN103508972 A CN 103508972A CN 201310404059 A CN201310404059 A CN 201310404059A CN 103508972 A CN103508972 A CN 103508972A
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- CN
- China
- Prior art keywords
- aminotetrazole
- methyl
- production method
- synthesis production
- synthetic production
- Prior art date
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D257/04—Five-membered rings
- C07D257/06—Five-membered rings with nitrogen atoms directly attached to the ring carbon atom
Abstract
The invention discloses a 2-methyl-5-aminotetrazole synthesis production method. The 2-methyl-5-aminotetrazole synthesis production method comprises dissolving 5-aminotetrazole in alkaline water, carrying out a methylation reaction process by dimethyl carbonate and carrying out post-treatment separation to obtain 2-methyl-5-aminotetrazole. The 2-methyl-5-aminotetrazole synthesis production method has simple processes, utilizes green and environmentally-friendly dimethyl carbonate to replace dimethyl sulfate for a methylation reaction on a tetrazole ring, is safe, can be operated easily and has a high yield.
Description
Technical field
The present invention relates to the synthetic production method of a kind of 2-methyl-5 aminotetrazole.
Background technology
2-methyl-5-aminotetrazole is mainly used in the composition of medicine intermediate, pesticide intermediate, explosive, pyrotechnics, solid rocket propellant, its range of application is along with the exploitation in above-mentioned field is constantly being expanded, it demonstrates excellent performance in applying in every respect, have very wide market outlook.WO 2007073934 has introduced a kind of cholesteryl ester transfer protein of being prepared by this intermediate (the inhibitor pyridine sulfonamide derivatives of CETP) pharmaceutical cpd and the application in treating cardiovascular disease; US 20070213371 and US 20070213314 have introduced Dibenzylamine compound being synthesized by this intermediate and cetp inhibitors and preparation method thereof, the use of the derivative of pharmaceutical cpd and treatment atherosclerosis and cardiovascular disorder; The many pieces of Introduction of Literatures such as WO 2010058318 and WO 2010049841 application etc. of fatty acid amide hydrolase (FAAH) inhibitor prepared by 2-methyl-5-aminotetrazole and treatment relative disease.
Summary of the invention
The object of the invention is to solve defect of the prior art, provide a kind of technique simple, utilize the methylcarbonate replacement sulfur dimethyl phthalate of environmental protection to methylate on tetrazole ring, be applicable to the synthetic production method of a kind of 2-methyl-5-aminotetrazole of suitability for industrialized production.
For solving the problems of the technologies described above, the present invention adopts following technical scheme route to realize:
A synthetic production method for methyl-5 aminotetrazole, is characterized in that: 5-aminotetrazole is dissolved in buck, utilizes methylating reagent to carry out methylation reaction, and obtain target product through aftertreatment separation.
The mass ratio 1:1-50 of described 5-aminotetrazole and buck.
The mol ratio 1:0.5-2 of described 5-aminotetrazole and methylating reagent.
Described methylating reagent is methylcarbonate.
Described buck refers to the aqueous solution of sodium hydroxide or potassium hydroxide.
Concrete steps of the present invention are as follows:
In reactor, drop into successively 5-aminotetrazole, distilled water, sodium hydroxide or potassium hydroxide, add rear stirring and survey PH at 7-8, with below brine refrigeration to 30 ℃, agitation and dropping methylcarbonate, about 2 hours of time, control temperature 30-45 ℃, after adding, slowly heat to 92-95 ℃, and be incubated at this temperature, reaction finishes rear cooling, centrifugal, to refine and obtain target product, reaction formula is:
Beneficial effect of the present invention: technique of the present invention is simple, utilizes the methylcarbonate replacement sulfur dimethyl phthalate of environmental protection on tetrazole ring, to carry out methylation reaction, and safety is easy to operate, and product yield is high.
Embodiment
Below in conjunction with specific embodiment, the present invention is elaborated.
embodiment 1
In reactor, drop into successively 280 kilograms of 5-aminotetrazoles, 440 kilograms of distilled water, add again 142 kilograms of sodium hydroxide, add rear stirring and survey PH at 7-8, with below brine refrigeration to 30 ℃, 154 kilograms of agitation and dropping methylcarbonates, about 2 hours of time, control temperature 30-45 ℃, after adding, slowly heat to 92-95 ℃, and be incubated 1 hour at this temperature, then be cooled to 0-5 ℃, centrifugal, twice of the washing of 100 kilograms for centrifugal solids, concentrating under reduced pressure after washing water and mother liquor merging is dry, through aftertreatment, obtain 112 kilograms of target products.
Above-described embodiment is only in order to technical scheme of the present invention to be described but not design of the present invention and protection domain are limited; those of ordinary skill of the present invention is modified or is equal to replacement technical scheme of the present invention; and not departing from aim and the scope of technical scheme, it all should be encompassed in claim scope of the present invention.
Claims (5)
1. a synthetic production method for 2-methyl-5 aminotetrazole, is characterized in that: 5-aminotetrazole is dissolved in buck, utilizes methylating reagent to carry out methylation reaction, and obtain target product through aftertreatment separation, reaction formula is:
。
2. the synthetic production method of a kind of 2-according to claim 1 methyl-5 aminotetrazole, is characterized in that: the mass ratio 1:1-50 of described 5-aminotetrazole and buck.
3. the synthetic production method of a kind of 2-according to claim 1 methyl-5 aminotetrazole, is characterized in that: the mol ratio 1:0.5-2 of described 5-aminotetrazole and methylating reagent.
4. the synthetic production method of a kind of 2-according to claim 1 methyl-5 aminotetrazole, is characterized in that: described methylating reagent is methylcarbonate.
5. the synthetic production method of a kind of 2-according to claim 1 methyl-5 aminotetrazole, is characterized in that: described buck refers to the aqueous solution of sodium hydroxide or potassium hydroxide.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310404059.2A CN103508972A (en) | 2013-09-09 | 2013-09-09 | 2-methyl-5-aminotetrazole synthesis production method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310404059.2A CN103508972A (en) | 2013-09-09 | 2013-09-09 | 2-methyl-5-aminotetrazole synthesis production method |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103508972A true CN103508972A (en) | 2014-01-15 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310404059.2A Pending CN103508972A (en) | 2013-09-09 | 2013-09-09 | 2-methyl-5-aminotetrazole synthesis production method |
Country Status (1)
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107892665A (en) * | 2017-12-23 | 2018-04-10 | 山东吉田香料股份有限公司 | A kind of preparation method of N-ethyl-2-acetyl pyrrole |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102442961A (en) * | 2010-11-10 | 2012-05-09 | 江苏德峰药业有限公司 | Production method of 1-methyl tetrazole |
-
2013
- 2013-09-09 CN CN201310404059.2A patent/CN103508972A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102442961A (en) * | 2010-11-10 | 2012-05-09 | 江苏德峰药业有限公司 | Production method of 1-methyl tetrazole |
Non-Patent Citations (2)
| Title |
|---|
| AMIN ISMAEL ET AL.: "Molecular structure of nitrogen-linked methyltetrazole-saccharinates", 《JOURNAL OF MOLECULAR STRUCTURE》, vol. 1023, 16 April 2012 (2012-04-16), pages 128 - 142, XP 028411398, DOI: doi:10.1016/j.molstruc.2012.04.018 * |
| 赵丽娟等: "甲基化试剂碳酸二甲酯的应用研究", 《化工中间体》, no. 12, 31 December 2011 (2011-12-31), pages 44 - 46 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107892665A (en) * | 2017-12-23 | 2018-04-10 | 山东吉田香料股份有限公司 | A kind of preparation method of N-ethyl-2-acetyl pyrrole |
| CN107892665B (en) * | 2017-12-23 | 2021-05-11 | 山东吉田香料股份有限公司 | Preparation method of N-ethyl-2-acetyl pyrrole |
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| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20140115 |
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| RJ01 | Rejection of invention patent application after publication |