Hydrazine hydrate (1:1) → 1-[4-(2-Fluorophenyl)-5-(phenylthio)-1,3-thiazol-2-yl]methanamine

HRID 2194727노트

반응식

HRID 2194727 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[C:10]([CH2:20][N:21]2C(=O)C3C(=CC=CC=3)C2=O)[S:11][C:12]=1[S:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.O.NN.C(=O)([O-])O.[Na+]>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[C:10]([CH2:20][NH2:21])[S:11][C:12]=1[S:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

참가 물질

5

반응물 3

HCID 24654Hydrazine hydrate (1:1)HCID 516892Sodium BicarbonateHCID 684097432-{[4-(2-fluorophenyl)-5-(phenylthio)-1,3-thiazol-2-yl]methyl}-1H-isoindole-1,3(2H)-dione

생성물 1

HCID 684132341-[4-(2-Fluorophenyl)-5-(phenylthio)-1,3-thiazol-2-yl]methanamine수율 86%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
70 °C

실험 절차

To a solution of 2-{[4-(2-fluorophenyl)-5-(phenylthio)-1,3-thiazol-2-yl]methyl}-1H-isoindole-1,3(2H)-dione (345 mg) in ethanol (5 mL) was added hydrazine monohydrate (0.05 mL) and the mixture was stirred at 70° C. for 3 hr. The reaction mixture was cooled to room temperature, saturated aqueous sodium hydrogen carbonate solution was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound as a yellow oil (yield 209 mg, yield 86%).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-e69d183b6d4448ed93df533b77d649ca
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08334301B2

반응 노트

불러오는 중…