MD4505B1 - Process for the synthesis of 3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one - Google Patents
Process for the synthesis of 3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one Download PDFInfo
- Publication number
- MD4505B1 MD4505B1 MDA20160146A MD20160146A MD4505B1 MD 4505 B1 MD4505 B1 MD 4505B1 MD A20160146 A MDA20160146 A MD A20160146A MD 20160146 A MD20160146 A MD 20160146A MD 4505 B1 MD4505 B1 MD 4505B1
- Authority
- MD
- Moldova
- Prior art keywords
- butan
- dimethyl
- acetone
- triazol
- synthesis
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- FMWWRALTYIWZEB-UHFFFAOYSA-N 3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one Chemical compound CC(C)(C)C(=O)CN1C=NC=N1 FMWWRALTYIWZEB-UHFFFAOYSA-N 0.000 title abstract 2
- 230000015572 biosynthetic process Effects 0.000 title abstract 2
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 3
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 2
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 abstract 1
- 239000013543 active substance Substances 0.000 abstract 1
- 230000002365 anti-tubercular Effects 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 230000000855 fungicidal effect Effects 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- 235000015320 potassium carbonate Nutrition 0.000 abstract 1
- 239000002244 precipitate Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention relates to organic chemistry, namely to a process for preparation of 3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one - an intermediate for the synthesis of biologically active substances with antituberculous or fungicidal activity.Summary of the invention consists in that 1,2,4-triazole is alkylated with 1-chloro-3,3-dimethyl-2-butan-2-one in the acetone/K2CO3 system, according to the scheme:The reaction mixture is boiled for 5…7 hours, the acetone solution is separated from the formed precipitate, the acetone is distilled off, the residue is extracted with boiling hexane, from which pure product (1) is precipitated upon cooling.The reaction runs in one step, in a shorter time and with a high yield (99%) compared to analogue processes.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MDA20160146A MD4505C1 (en) | 2016-12-21 | 2016-12-21 | Process for the synthesis of 3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MDA20160146A MD4505C1 (en) | 2016-12-21 | 2016-12-21 | Process for the synthesis of 3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MD4505B1 true MD4505B1 (en) | 2017-08-31 |
| MD4505C1 MD4505C1 (en) | 2018-03-31 |
Family
ID=59759576
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MDA20160146A MD4505C1 (en) | 2016-12-21 | 2016-12-21 | Process for the synthesis of 3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one |
Country Status (1)
| Country | Link |
|---|---|
| MD (1) | MD4505C1 (en) |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2431407C2 (en) * | 1974-06-29 | 1982-12-02 | Bayer Ag, 5090 Leverkusen | 1,2,4-Triazol-1-yl-alkanones and alkanols, processes for their preparation and their use as fungicides |
| US4079143A (en) * | 1975-08-26 | 1978-03-14 | Imperial Chemical Industries Limited | Fungicidal 1H-1,2,4-triazoles |
| IE45765B1 (en) * | 1976-08-19 | 1982-11-17 | Ici Ltd | Triazoles and imidazoles useful as plant fungicides and growth regulating agents |
| US4554007A (en) * | 1979-03-20 | 1985-11-19 | Sumitomo Chemical Company, Limited | Geometrical isomer of 1-substituted-1-triazolylstyrenes, and their production and use as fungicide, herbicide and/or plant growth regulant |
| EP0044993B1 (en) * | 1980-07-25 | 1985-05-29 | Bayer Ag | Triazolylpropenol derivatives, process for their preparation as well as their use as fungicides and plant growth regulators |
| CA1179352A (en) * | 1980-07-25 | 1984-12-11 | Erik Regel | Triazolylpropenone derivatives, a process for their preparation and their use as intermediates |
| CN102351803A (en) * | 2011-11-18 | 2012-02-15 | 苏州诚和医药化学有限公司 | Method for synthesizing 3,3-dimethyl-1-(1H-1,2,4-triazole-1-yl)-2-butanone |
-
2016
- 2016-12-21 MD MDA20160146A patent/MD4505C1/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| MD4505C1 (en) | 2018-03-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG4A | Patent for invention issued | ||
| KA4A | Patent for invention lapsed due to non-payment of fees (with right of restoration) | ||
| MM4A | Patent for invention definitely lapsed due to non-payment of fees |