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

HRID 1762301노트

반응식

HRID 1762301 반응식
[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

참가 물질

6

반응물 4

HCID 962Water3회HCID 11534BromoacetonitrileHCID 24758Sodium hydrideHCID 15615994N-cyclopropyl-3-trifluoromethylbenzylsulfonamide

생성물 1

HCID 20043258(N-Cyclopropyl-3-Trifluoromethylbenzylsulfonamido)Acetonitrile수율 28.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c58f835755bb4d32a86f2b847eca4a2c
출처 데이터셋
uspto-grants-1989_05
특허 번호
US04831179

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