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

HRID 2292003ノート

反応式

HRID 2292003 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
170 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-450c729a50544b858f417ca9680831c7
出典データセット
uspto-grants-1989_01
特許番号
US04800211

反応ノート

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