Water → 2-(4-Chlorophenyl)-6H,7H-thieno[2,3-c]pyridin-7-one

HRID 2384877노트

반응식

HRID 2384877 반응식
FC(F)(F)S(O)(=O)=O.O=[CH:10][CH2:11][NH:12][C:13]([C:15]1[S:16][C:17]([C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)=[CH:18][CH:19]=1)=[O:14].O>>[Cl:26][C:23]1[CH:24]=[CH:25][C:20]([C:17]2[S:16][C:15]3[C:13](=[O:14])[NH:12][CH:11]=[CH:10][C:19]=3[CH:18]=2)=[CH:21][CH:22]=1

참가 물질

4

반응물 3

HCID 962WaterHCID 62406Trifluoromethanesulfonic acidHCID 866292045-(4-Chlorophenyl)-thiophene-2-carboxylic acid (2-oxoethyl)amide

생성물 1

HCID 576495192-(4-Chlorophenyl)-6H,7H-thieno[2,3-c]pyridin-7-one수율 100%

반응 조건

온도
95 °C

실험 절차

Add trifluoromethane sulfonic acid (3 mL, 0.03 mol) and 5-(4-chlorophenyl)-thiophene-2-carboxylic acid (2-oxoethyl) amide (1 g, 0.004 mol) to a 25 mL three-necked round bottom flask equipped with a stir bar, Dean-Stark trap, nitrogen inlet/outlet, and thermocouple. Heat the reaction mixture to 95° C. for 2 h, then cool to 40° C., and pour onto cold water (20 mL, 1.11 mol). Stir the mixture for 10 min. Filter the resulting slurry and rinse the solids with water (100 mL). Dry to afford crude 2-(4-chlorophenyl)-6H-thieno[2,3-c]pyridine-7-one (0.95 g, 0.004 mol) as a brown solid. LC-MS/ES m/z (35Cl) 262 [M+1]+.

후처리

  1. customequipped with a stir bar
  2. temperaturecool to 40° C.
  3. filtrationFilter the resulting slurry
  4. washrinse the solids with water (100 mL)
  5. customDry

출처 및 근거

ORD 기록
ord-b16b44aeeb7f4af8b1841efd9275d9ea
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08263772B2

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