WO2014203855A3 - 2-アミノ-2-ヒドロキシイミノ-n-アルコキシアセトイミドイルシアニドの製造方法およびその製造中間体 - Google Patents
2-アミノ-2-ヒドロキシイミノ-n-アルコキシアセトイミドイルシアニドの製造方法およびその製造中間体 Download PDFInfo
- Publication number
- WO2014203855A3 WO2014203855A3 PCT/JP2014/065891 JP2014065891W WO2014203855A3 WO 2014203855 A3 WO2014203855 A3 WO 2014203855A3 JP 2014065891 W JP2014065891 W JP 2014065891W WO 2014203855 A3 WO2014203855 A3 WO 2014203855A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- amino
- manufacturing
- acetoimidoyl
- hydroxyimino
- alkoxy
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/63—Carboxylic acid nitriles containing cyano groups and nitrogen atoms further bound to other hetero atoms, other than oxygen atoms of nitro or nitroso groups, bound to the same carbon skeleton
- C07C255/64—Carboxylic acid nitriles containing cyano groups and nitrogen atoms further bound to other hetero atoms, other than oxygen atoms of nitro or nitroso groups, bound to the same carbon skeleton with the nitrogen atoms further bound to oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
【課題】本発明の目的は、一般式(3)で表わされる2-アミノ-2-ヒドロキシイミノ-N-アルコキシアセトイミドイルシアニドの工業化に適したかつ経済的に好ましい製造方法を提供することにある。 【解決手段】本発明は、 式(1):で表わされるマロノニトリルを、プロトン酸の存在下で、亜硝酸のアルカリ金属塩と反応させ、続けて、相間移動触媒の存在下で、C3~C6アルキルハライドと反応させた後、得られる新規な一般式(2):(式中、RはC3~C6アルキル基を示す。) で表される化合物すなわち2-アルコキシイミノプロパンジニトリルを、ヒドロキシルアミン化合物と反応させることにより、 一般式(3):(式中、Rは前記と同意義である。) で表わされる化合物すなわち2-アミノ-2-ヒドロキシイミノ-N-アルコキシアセトイミドイルシアニドを、安全にかつ高収率で製造できることを見出し、完成するに至った。
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP14813379.6A EP3012247B1 (en) | 2013-06-21 | 2014-06-16 | Manufacturing method for 2-amino-2-hydroxyimino-n-alkoxy acetoimidoyl cyanide, and manufacturing intermediate thereof |
CN201480034948.7A CN105377812B (zh) | 2013-06-21 | 2014-06-16 | 2-氨基-2-肟基-n-烷氧基亚氨代乙酰基氰化物的制备方法及其制备中间体 |
JP2015522910A JP6327754B2 (ja) | 2013-06-21 | 2014-06-16 | 2−アミノ−2−ヒドロキシイミノ−n−アルコキシアセトイミドイルシアニドの製造方法およびその製造中間体 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2013-130079 | 2013-06-21 | ||
JP2013130079 | 2013-06-21 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2014203855A2 WO2014203855A2 (ja) | 2014-12-24 |
WO2014203855A3 true WO2014203855A3 (ja) | 2015-01-29 |
Family
ID=52105435
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2014/065891 WO2014203855A2 (ja) | 2013-06-21 | 2014-06-16 | 2-アミノ-2-ヒドロキシイミノ-n-アルコキシアセトイミドイルシアニドの製造方法およびその製造中間体 |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP3012247B1 (ja) |
JP (1) | JP6327754B2 (ja) |
CN (1) | CN105377812B (ja) |
WO (1) | WO2014203855A2 (ja) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114276291B (zh) * | 2018-07-13 | 2023-11-21 | 沈阳中化农药化工研发有限公司 | 制备丙二腈肟醚类化合物的方法及中间体化合物 |
WO2021088756A1 (zh) * | 2019-11-04 | 2021-05-14 | 沈阳中化农药化工研发有限公司 | 一种肟醚类化合物及其用途 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3234266A (en) * | 1963-08-13 | 1966-02-08 | Du Pont | N-hydrocarbyloxyiminomalononitriles and process for preparing them |
JPS57158769A (en) * | 1981-03-06 | 1982-09-30 | Fujisawa Pharmaceut Co Ltd | Preparation of 2-substituted hydroxyimino-2-(5-amino-1,2,4- thiadiazol-3-yl)acetic acid or its salt, and their intermediate |
JPH0477477A (ja) * | 1990-07-18 | 1992-03-11 | Takeda Chem Ind Ltd | チアジアゾール酢酸誘導体の製造法 |
JPH04187667A (ja) * | 1990-11-20 | 1992-07-06 | Takeda Chem Ind Ltd | 2―置換ヒドロキシイミノプロパンジニトリルの製造法 |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GR75487B (ja) | 1981-06-22 | 1984-07-23 | Fujisawa Pharmaceutical Co | |
EP0150609A3 (en) | 1983-12-30 | 1986-04-23 | Glaxo Group Limited | Cephalosporin antibiotics |
CA1293719C (en) | 1986-09-22 | 1991-12-31 | Takao Takaya | Cephem compounds and processes for preparation thereof |
US5202315A (en) | 1989-05-11 | 1993-04-13 | Lucky, Ltd. | Cephalosporin compounds |
EP0517041A1 (en) | 1991-06-07 | 1992-12-09 | Fujisawa Pharmaceutical Co., Ltd. | New Cephem Compounds |
US5392222A (en) | 1991-12-30 | 1995-02-21 | Schlumberger Technologies Inc. | Locating a field of view in which selected IC conductors are unobscured |
DK2559690T3 (en) | 2005-05-10 | 2016-04-25 | Incyte Holdings Corp | Modulators of indoleamine 2,3-dioxygenase and methods of use thereof |
CN1850823A (zh) * | 2006-05-19 | 2006-10-25 | 中国科学院上海药物研究所 | 一类含有肟基的喹诺酮类化合物及其制备方法和用途 |
KR101806187B1 (ko) | 2010-06-24 | 2017-12-07 | 구미아이 가가쿠 고교 가부시키가이샤 | 알콕시이미노 유도체 및 유해생물 방제제 |
EP2792242B1 (en) | 2011-11-30 | 2017-11-15 | Kumiai Chemical Industry Co., Ltd. | Glyoxime derivative and pest control agent |
-
2014
- 2014-06-16 JP JP2015522910A patent/JP6327754B2/ja not_active Expired - Fee Related
- 2014-06-16 CN CN201480034948.7A patent/CN105377812B/zh not_active Expired - Fee Related
- 2014-06-16 EP EP14813379.6A patent/EP3012247B1/en not_active Not-in-force
- 2014-06-16 WO PCT/JP2014/065891 patent/WO2014203855A2/ja active Application Filing
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3234266A (en) * | 1963-08-13 | 1966-02-08 | Du Pont | N-hydrocarbyloxyiminomalononitriles and process for preparing them |
JPS57158769A (en) * | 1981-03-06 | 1982-09-30 | Fujisawa Pharmaceut Co Ltd | Preparation of 2-substituted hydroxyimino-2-(5-amino-1,2,4- thiadiazol-3-yl)acetic acid or its salt, and their intermediate |
JPH0477477A (ja) * | 1990-07-18 | 1992-03-11 | Takeda Chem Ind Ltd | チアジアゾール酢酸誘導体の製造法 |
JPH04187667A (ja) * | 1990-11-20 | 1992-07-06 | Takeda Chem Ind Ltd | 2―置換ヒドロキシイミノプロパンジニトリルの製造法 |
Also Published As
Publication number | Publication date |
---|---|
JPWO2014203855A1 (ja) | 2017-02-23 |
JP6327754B2 (ja) | 2018-05-23 |
EP3012247B1 (en) | 2018-01-10 |
CN105377812A (zh) | 2016-03-02 |
WO2014203855A2 (ja) | 2014-12-24 |
EP3012247A2 (en) | 2016-04-27 |
CN105377812B (zh) | 2018-09-18 |
EP3012247A4 (en) | 2017-01-25 |
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