N'-[5-(2-chloro-benzoyl)-thiazol-2-yl]-N,N-dimethyl-formamidine → Ethanone, 1-(2-chlorophenyl)-

HRID 401589

반응식

HRID 401589 반응식
[Cl:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[C:4]([C:6]1[S:10][C:9]([N:11]=CN(C)C)=[N:8][CH:7]=1)=[O:5]>Cl>[NH2:11][C:9]1[S:10][C:6]([C:4]([C:3]2[CH:16]=[CH:17][CH:18]=[CH:19][C:2]=2[Cl:1])=[O:5])=[CH:7][N:8]=1.[Cl:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[C:4](=[O:5])[CH3:6]

참가 물질

4

반응물 1

HCID 66628633N'-[5-(2-chloro-benzoyl)-thiazol-2-yl]-N,N-dimethyl-formamidine

생성물 2

HCID 72864Ethanone, 1-(2-chlorophenyl)-HCID 574569435-[(2-Chlorophenyl)carbonyl]-1,3-thiazol-2-amine

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

반응 조건

온도
70 °C

실험 절차

The crude N′-[5-(2-chloro-benzoyl)-thiazol-2-yl]-N,N-dimethyl-formamidine was dissolved in 10% aqueous hydrochloric acid (150 mL) and heated to 70° C. for 4 hours. The precipitate was filtered, washed with ether, and then suspended in a 10% aqueous sodium carbonate solution (250 mL). The suspension was stirred for 1 hour and the precipitate was filtered, washed with ether, and dried in air to give (2-amino-thiazol-5-yl)-(2-chloro-phenyl)-methanone as a brown solid (8.5 g, 36 mmol, 55% from 1-(2-chloro-phenyl)-ethanone). ESI-MS m/z calc. 238.0. found 239.3 (M+1)+ 1H NMR (DMSO): δ: 7.252 (s, 1H), 7.420-7.553 (m, 4H), 8.345 (s, 2H).

후처리

  1. filtrationThe precipitate was filtered
  2. washwashed with ether
  3. filtrationthe precipitate was filtered
  4. washwashed with ether
  5. customdried in air

출처 및 근거

ORD 기록
ord-45d7da0e73ac49708d4b0486ffecee4f
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08741939B2

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