JPH04187667A - Production of 2-substituted hydroxyiminopropanedinitrile - Google Patents
Production of 2-substituted hydroxyiminopropanedinitrileInfo
- Publication number
- JPH04187667A JPH04187667A JP31638090A JP31638090A JPH04187667A JP H04187667 A JPH04187667 A JP H04187667A JP 31638090 A JP31638090 A JP 31638090A JP 31638090 A JP31638090 A JP 31638090A JP H04187667 A JPH04187667 A JP H04187667A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- compound expressed
- substituted
- hydroxyiminopropanedinitrile
- 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.)
- Pending
Links
- IQDSOHXLWXMDPM-UHFFFAOYSA-N 2-hydroxyiminopropanedinitrile Chemical class ON=C(C#N)C#N IQDSOHXLWXMDPM-UHFFFAOYSA-N 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 10
- 150000003839 salts Chemical class 0.000 abstract 3
- 239000011780 sodium chloride Substances 0.000 abstract 3
- JXPDNDHCMMOJPC-UHFFFAOYSA-N 2-hydroxybutanedinitrile Chemical compound N#CC(O)CC#N JXPDNDHCMMOJPC-UHFFFAOYSA-N 0.000 abstract 1
- -1 2-substituted hydroxyimino-2(5-amino-1,2,4- thiadiazol-3-yl)acetic acids Chemical class 0.000 abstract 1
- 230000002378 acidificating Effects 0.000 abstract 1
- 230000002152 alkylating Effects 0.000 abstract 1
- 239000002168 alkylating agent Substances 0.000 abstract 1
- 230000000845 anti-microbial Effects 0.000 abstract 1
- 150000001780 cephalosporins Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
Abstract
PURPOSE: To obtain the subject high-purity compound in high yield using simple operation by alkylating K or Li salt of 2-hydroxyiminopropanedinitrile.
CONSTITUTION: A compound expressed by formula I (M is K or Li) is reacted with an alkylating agent in a molar amount of 0.5-3 times, preferably 0.5-2 times based on the aforementioned compound expressed by formula I to provide a compound expressed by formula II (R1 is straight-chain, branched or cyclic alkyl which may be substituted). The compound expressed by formula I is obtained by reacting malonitrile with nitrous acid or its salt under acidic conditions and then reacting the resultant compound with a K or an Li compound. The compound expressed by formula II is useful as an intermediate raw material compound for 2-substituted hydroxyimino-2(5-amino-1,2,4- thiadiazol-3-yl)acetic acids or their salts useful as an acylating agent for producing cephalosporin-based compounds having antimicrobial action.
COPYRIGHT: (C)1992,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP31638090A JPH04187667A (en) | 1990-11-20 | 1990-11-20 | Production of 2-substituted hydroxyiminopropanedinitrile |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP31638090A JPH04187667A (en) | 1990-11-20 | 1990-11-20 | Production of 2-substituted hydroxyiminopropanedinitrile |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH04187667A true JPH04187667A (en) | 1992-07-06 |
Family
ID=18076443
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP31638090A Pending JPH04187667A (en) | 1990-11-20 | 1990-11-20 | Production of 2-substituted hydroxyiminopropanedinitrile |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH04187667A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014203855A2 (en) | 2013-06-21 | 2014-12-24 | イハラケミカル工業株式会社 | Manufacturing method for 2-amino-2-hydroxyimino-n-alkoxy acetoimidoyl cyanide, and manufacturing intermediate thereof |
| US10544092B2 (en) | 2015-12-25 | 2020-01-28 | Shenyang Sinochem Agrochemicals R&D Co., Ltd. | Malononitrile oxime ether compound and use thereof |
-
1990
- 1990-11-20 JP JP31638090A patent/JPH04187667A/en active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014203855A2 (en) | 2013-06-21 | 2014-12-24 | イハラケミカル工業株式会社 | Manufacturing method for 2-amino-2-hydroxyimino-n-alkoxy acetoimidoyl cyanide, and manufacturing intermediate thereof |
| WO2014203855A3 (en) * | 2013-06-21 | 2015-01-29 | イハラケミカル工業株式会社 | Manufacturing method for 2-amino-2-hydroxyimino-n-alkoxy acetoimidoyl cyanide, and manufacturing intermediate thereof |
| CN105377812A (en) * | 2013-06-21 | 2016-03-02 | 庵原化学工业株式会社 | Manufacturing method for 2-amino-2-hydroxyimino-n-alkoxy acetoimidoyl cyanide, and manufacturing intermediate thereof |
| JPWO2014203855A1 (en) * | 2013-06-21 | 2017-02-23 | イハラケミカル工業株式会社 | Process for producing 2-amino-2-hydroxyimino-N-alkoxyacetimidoylcyanide and its intermediate |
| CN105377812B (en) * | 2013-06-21 | 2018-09-18 | 组合化学工业株式会社 | The preparation method of 2- amino -2- oximido-N- alkoxy acetimidoyl cyanides and its prepare intermediate |
| US10544092B2 (en) | 2015-12-25 | 2020-01-28 | Shenyang Sinochem Agrochemicals R&D Co., Ltd. | Malononitrile oxime ether compound and use thereof |
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