3-(Trifluoromethyl)aniline → 3-hydroxy-N-[3-(trifluoromethyl)phenyl]-1-benzothiophene-2-carboxamide

HRID 2292003노트

반응식

HRID 2292003 반응식
[OH:1][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4][C:3]=1[C:11]([O:13]C)=O.[F:15][C:16]([F:25])([F:24])[C:17]1[CH:18]=[C:19]([CH:21]=[CH:22][CH:23]=1)[NH2:20]>CCOCC>[OH:1][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4][C:3]=1[C:11]([NH:20][C:19]1[CH:21]=[CH:22][CH:23]=[C:17]([C:16]([F:15])([F:24])[F:25])[CH:18]=1)=[O:13]

참가 물질

4

반응물 2

HCID 73753-(Trifluoromethyl)anilineHCID 83165Methyl 3-hydroxybenzo[b]thiophene-3-carboxylate

생성물 1

HCID 9013113-hydroxy-N-[3-(trifluoromethyl)phenyl]-1-benzothiophene-2-carboxamide수율 57%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
170 °C

실험 절차

A mixture of methyl 3-hydroxy-benzothiophene2-carboxylate (1.04 g; 0.005M) and 3-trifluoromethylaniline (1.61 g; 0.010M) is heated under a nitrogen atmosphere at 170° C. for 90 minutes. and then at 200° C. for 30 minutes. The reaction was cooled at room temperature, taken up in ether and the solid was collected, washed with ether and air dried. The solid was recrystallized from ethyl acetate to give 0.96 g (57% yield) of the title compound; m.p. 205°-208° C. (dec).

후처리

  1. temperatureThe reaction was cooled at room temperature
  2. customthe solid was collected
  3. washwashed with ether and air
  4. customdried
  5. customThe solid was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-450c729a50544b858f417ca9680831c7
출처 데이터셋
uspto-grants-1989_01
특허 번호
US04800211

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