Water → 2-(4-Chlorophenyl)-2-[1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropyl]oxirane

HRID 893628ノート

反応式

HRID 893628 の反応式
[H-].[Na+].[I-].[CH3:4][S+](C)(C)=O.[Cl:9][C:10]1[CH:26]=[CH:25][C:13]([C:14]([C:16]2([N:19]3[CH:23]=[N:22][C:21]([Cl:24])=[N:20]3)[CH2:18][CH2:17]2)=[O:15])=[CH:12][CH:11]=1.O>CS(C)=O>[Cl:9][C:10]1[CH:11]=[CH:12][C:13]([C:14]2([C:16]3([N:19]4[CH:23]=[N:22][C:21]([Cl:24])=[N:20]4)[CH2:17][CH2:18]3)[CH2:4][O:15]2)=[CH:25][CH:26]=1

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 146972271-(4-Chlorobenzoyl)-1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropane

生成物 1

HCID 146972292-(4-Chlorophenyl)-2-[1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropyl]oxirane

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

反応条件

温度
20 °C

実験手順

2.5 g (83 mmol) of sodium hydride (80% strength) and 17.6 g (80 mmol) of trimethylsulphoxonium iodide are initially introduced under a nitrogen atmosphere and 60 ml of absolute dimethyl sulphoxide are added dropwise at 10° C. The mixture is stirred for 1 hour at 20° C. and then 20 g (71 mmol) of 1-(4-chlorobenzoyl)-1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropane dissolved in 30 ml of absolute dimethyl sulphoxide are added at 10° C. After 48 hours at 20° C., the mixture is warmed to 40° C. for 1 hour and the reaction solution is then poured into water. The mixture is extracted with ethyl acetate, the combined organic phases are washed with water and dried over sodium sulphate, and the solvent is evaporated in vacuo. 21 g of the title compound (100 % of theory) remain in the form of an oil.

後処理

  1. additionare added at 10° C
  2. waitAfter 48 hours at 20° C.
  3. temperaturethe mixture is warmed to 40° C. for 1 hour
  4. extractionThe mixture is extracted with ethyl acetate
  5. washthe combined organic phases are washed with water
  6. dry with materialdried over sodium sulphate
  7. customthe solvent is evaporated in vacuo

出典と根拠

ORDレコード
ord-105799d7c3274e6784070d6d8dd6a5b2
出典データセット
uspto-grants-1992_06
特許番号
US05126359

反応ノート

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