JP2020508324A5 - - Google Patents
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- JP2020508324A5 JP2020508324A5 JP2019545974A JP2019545974A JP2020508324A5 JP 2020508324 A5 JP2020508324 A5 JP 2020508324A5 JP 2019545974 A JP2019545974 A JP 2019545974A JP 2019545974 A JP2019545974 A JP 2019545974A JP 2020508324 A5 JP2020508324 A5 JP 2020508324A5
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- JP
- Japan
- Prior art keywords
- group
- reducing agent
- reacting
- compound represented
- equation
- 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.)
- Granted
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- 238000000034 method Methods 0.000 claims 18
- 239000003638 chemical reducing agent Substances 0.000 claims 7
- 150000001875 compounds Chemical class 0.000 claims 7
- -1 2-cyanoimidazole compound Chemical class 0.000 claims 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical class [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 4
- 229910052751 metal Inorganic materials 0.000 claims 4
- 239000002184 metal Substances 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims 4
- 239000011593 sulfur Substances 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- 239000012320 chlorinating reagent Substances 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- 239000003495 polar organic solvent Substances 0.000 claims 3
- JRNVZBWKYDBUCA-UHFFFAOYSA-N N-chlorosuccinimide Chemical compound ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 claims 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 2
- 239000002585 base Substances 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 229940001482 sodium sulfite Drugs 0.000 claims 2
- 235000010265 sodium sulphite Nutrition 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical group CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 claims 1
- 150000008041 alkali metal carbonates Chemical class 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims 1
- 238000005660 chlorination reaction Methods 0.000 claims 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 1
- 150000004678 hydrides Chemical class 0.000 claims 1
- 238000011065 in-situ storage Methods 0.000 claims 1
- DJEHXEMURTVAOE-UHFFFAOYSA-M potassium bisulfite Chemical compound [K+].OS([O-])=O DJEHXEMURTVAOE-UHFFFAOYSA-M 0.000 claims 1
- 229940099427 potassium bisulfite Drugs 0.000 claims 1
- HEZHYQDYRPUXNJ-UHFFFAOYSA-L potassium dithionite Chemical compound [K+].[K+].[O-]S(=O)S([O-])=O HEZHYQDYRPUXNJ-UHFFFAOYSA-L 0.000 claims 1
- 235000010259 potassium hydrogen sulphite Nutrition 0.000 claims 1
- RWPGFSMJFRPDDP-UHFFFAOYSA-L potassium metabisulfite Chemical compound [K+].[K+].[O-]S(=O)S([O-])(=O)=O RWPGFSMJFRPDDP-UHFFFAOYSA-L 0.000 claims 1
- 229940043349 potassium metabisulfite Drugs 0.000 claims 1
- 235000010263 potassium metabisulphite Nutrition 0.000 claims 1
- BHZRJJOHZFYXTO-UHFFFAOYSA-L potassium sulfite Chemical compound [K+].[K+].[O-]S([O-])=O BHZRJJOHZFYXTO-UHFFFAOYSA-L 0.000 claims 1
- 235000019252 potassium sulphite Nutrition 0.000 claims 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 claims 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 claims 1
- 229940001584 sodium metabisulfite Drugs 0.000 claims 1
- 235000010262 sodium metabisulphite Nutrition 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN201731006545 | 2017-02-23 | ||
| IN201731006545 | 2017-02-23 | ||
| PCT/IL2018/050211 WO2018154582A1 (en) | 2017-02-23 | 2018-02-23 | Process for the preparation of 2-cyanoimidazole compounds |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020508324A JP2020508324A (ja) | 2020-03-19 |
| JP2020508324A5 true JP2020508324A5 (cg-RX-API-DMAC7.html) | 2021-04-01 |
| JP7142639B2 JP7142639B2 (ja) | 2022-09-27 |
Family
ID=61692205
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019545974A Active JP7142639B2 (ja) | 2017-02-23 | 2018-02-23 | ２－シアノイミダゾール化合物の調製方法 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US10968182B2 (cg-RX-API-DMAC7.html) |
| EP (1) | EP3583094B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP7142639B2 (cg-RX-API-DMAC7.html) |
| CN (1) | CN110337434B (cg-RX-API-DMAC7.html) |
| AR (1) | AR110997A1 (cg-RX-API-DMAC7.html) |
| BR (1) | BR112019017556B1 (cg-RX-API-DMAC7.html) |
| ES (1) | ES2890553T3 (cg-RX-API-DMAC7.html) |
| IL (1) | IL268835B (cg-RX-API-DMAC7.html) |
| PL (1) | PL3583094T3 (cg-RX-API-DMAC7.html) |
| PT (1) | PT3583094T (cg-RX-API-DMAC7.html) |
| WO (1) | WO2018154582A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10968182B2 (en) | 2017-02-23 | 2021-04-06 | Adama Makhteshim Ltd. | Process for the preparation of 2-cyanoimidazole compounds |
| EP4162938A4 (en) * | 2020-06-03 | 2024-06-26 | Ishihara Sangyo Kaisha, Ltd. | ANTIMICROBIAL AGENT FOR NON-HUMAN ANIMALS |
| CN115745893A (zh) * | 2022-11-16 | 2023-03-07 | 西安近代化学研究所 | 一种合成2-氰基-5-芳基-1h-咪唑类化合物的方法 |
| WO2025068799A1 (en) * | 2023-09-29 | 2025-04-03 | Cropnosys (India) Private Limited | A process for the preparation of 4-chloro-5-(4-methylphenyl)-1h-imidazole-2-carbonitrile |
| WO2025068800A1 (en) * | 2023-09-29 | 2025-04-03 | Cropnosys (India) Private Limited | A process for the preparation of 4-chloro-5-(4-methylphenyl)-1h-imidazole-2-carbonitrile |
| CN117800920A (zh) * | 2023-12-05 | 2024-04-02 | 西安近代化学研究所 | 一种2-氰基-5-（对甲基苯基）咪唑的合成方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4605521A (en) | 1985-03-29 | 1986-08-12 | Eastman Kodak Company | Process for the preparation of organic nitriles from organic carboxylic acid primary amides |
| JP2879164B2 (ja) * | 1990-06-28 | 1999-04-05 | 石原産業株式会社 | 置換２―シアノイミダゾール系化合物の製造方法 |
| DE69513657T2 (de) | 1994-09-08 | 2000-04-06 | Ishihara Sangyo Kaisha Ltd. | Verfahren zur Herstellung von 1-substituierten 2-Cyanoimidazolen |
| CN102424671B (zh) * | 2011-11-04 | 2014-05-14 | 西安近代化学研究所 | 4-氯-2-氰基-1-二甲基氨基磺酰基-5-(4-甲基苯基)咪唑的合成方法 |
| CN103936678B (zh) * | 2014-04-23 | 2016-04-27 | 西安近代化学研究所 | 一种4-氯-2-氰基-n,n-二甲基-5-(4’-甲基苯基)-1h-咪唑-1-磺酰胺的合成方法 |
| WO2016024224A1 (en) * | 2014-08-11 | 2016-02-18 | Sun Pharmaceutical Industries Limited | A process for the preparation of 4-fluoro-2-methylbenzonitrile |
| CN104292166B (zh) * | 2014-10-14 | 2016-04-27 | 西安近代化学研究所 | 4-氯-2-氰基-n,n-二甲基-5-对甲苯基咪唑-1-磺酰胺合成方法 |
| CN105130904B (zh) * | 2015-08-24 | 2017-10-13 | 如东众意化工有限公司 | 一种2‑氰基‑4‑氯‑5‑（4‑甲基苯基）咪唑的合成方法 |
| US10968182B2 (en) | 2017-02-23 | 2021-04-06 | Adama Makhteshim Ltd. | Process for the preparation of 2-cyanoimidazole compounds |
-
2018
- 2018-02-23 US US16/487,441 patent/US10968182B2/en active Active
- 2018-02-23 PL PL18712420T patent/PL3583094T3/pl unknown
- 2018-02-23 ES ES18712420T patent/ES2890553T3/es active Active
- 2018-02-23 WO PCT/IL2018/050211 patent/WO2018154582A1/en not_active Ceased
- 2018-02-23 PT PT187124201T patent/PT3583094T/pt unknown
- 2018-02-23 CN CN201880012532.3A patent/CN110337434B/zh active Active
- 2018-02-23 BR BR112019017556-3A patent/BR112019017556B1/pt active IP Right Grant
- 2018-02-23 EP EP18712420.1A patent/EP3583094B1/en active Active
- 2018-02-23 AR ARP180100429A patent/AR110997A1/es active IP Right Grant
- 2018-02-23 JP JP2019545974A patent/JP7142639B2/ja active Active
-
2019
- 2019-08-21 IL IL268835A patent/IL268835B/en unknown