Water → (N-Cyclopropyl-3-Trifluoromethylbenzylsulfonamido)Acetonitrile

HRID 1762301ノート

反応式

HRID 1762301 の反応式
[H-].[Na+].[CH:3]1([NH:6][S:7]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)(=[O:9])=[O:8])[CH2:5][CH2:4]1.Br[CH2:22][C:23]#[N:24].O>CN(C)C=O>[CH:3]1([N:6]([CH2:22][C:23]#[N:24])[S:7]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:18])[F:19])[CH:12]=2)(=[O:9])=[O:8])[CH2:5][CH2:4]1

参加物

6

反応物 4

HCID 962Water3 回HCID 11534BromoacetonitrileHCID 24758Sodium hydrideHCID 15615994N-cyclopropyl-3-trifluoromethylbenzylsulfonamide

生成物 1

HCID 20043258(N-Cyclopropyl-3-Trifluoromethylbenzylsulfonamido)Acetonitrile収率 28.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

0.26 g of sodium hydride was added portion-wise to a solution containing 2.79 g of N-cyclopropyl-3-trifluoromethylbenzylsulfonamide in 50 ml of dimethylformamide over an ice bath. The mixture was stirred 15 minutes at 0l° C. and then 1.26 g of bromoacetonitrile was added drop-wise with cooling. The mixture was stirred overnight at room temperature. Water was then added resulting in the formation of a precipitate and oil. Addition of water was continued until no further precipitate or oil was formed. (About 150 ml of water was used.) The mix was cooled over an ice bath and then filtered. The filter cake was dissolved in hot cyclohexane and then recrystallized affording 0.9 g of the title compound as a solid m.p. 70.1°-71.0° C.

後処理

  1. temperaturewith cooling
  2. stirringThe mixture was stirred overnight at room temperature
  3. customresulting in the formation of a precipitate and oil
  4. customoil was formed
  5. filtrationfiltered
  6. dissolutionThe filter cake was dissolved in hot cyclohexane
  7. customrecrystallized

出典と根拠

ORDレコード
ord-c58f835755bb4d32a86f2b847eca4a2c
出典データセット
uspto-grants-1989_05
特許番号
US04831179

反応ノート

読み込み中…