Stannous Chloride → 1-[4-(8-Aminoquinolin-4-yloxy)phenyl]-3-(4-chloro-3-trifluoromethylphenyl)urea

HRID 554482노트

반응식

HRID 554482 반응식
[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[N:12]=[CH:11][CH:10]=[C:9]2[O:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]([NH:24][C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[C:27]([C:32]([F:35])([F:34])[F:33])[CH:26]=2)=[O:23])=[CH:17][CH:16]=1)([O-])=O.[Sn](Cl)Cl>C(O)C>[NH2:1][C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[N:12]=[CH:11][CH:10]=[C:9]2[O:14][C:15]1[CH:16]=[CH:17][C:18]([NH:21][C:22]([NH:24][C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[C:27]([C:32]([F:35])([F:34])[F:33])[CH:26]=2)=[O:23])=[CH:19][CH:20]=1

참가 물질

4

반응물 2

HCID 24479Stannous ChlorideHCID 595094071-[4-(8-Nitroquinolin-4-yloxy)phenyl]-3-(4-chloro-3-trifluoromethylphenyl)urea

생성물 1

HCID 445836041-[4-(8-Aminoquinolin-4-yloxy)phenyl]-3-(4-chloro-3-trifluoromethylphenyl)urea수율 75%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1-[4-(8-Nitroquinolin-4-yloxy)phenyl]-3-(4-chloro-3-trifluoromethylphenyl)urea (12.0 mg, 0.027 mmol) and tin (II) chloride (25.9 mg, 0.11 mmol) were dissolved in ethanol (0.23 mL), and then refluxed with stirring for 30 minutes. When the reaction was completed, the solvent was removed by vacuum distillation, the resultant was extracted with ethyl acetate and saturated sodium bicarbonate. Combined organic layers were dried with anhydrous sodium sulfate, and then filtered. The solvent was removed and then filtered a brown solid product to obtain 8.1 mg of the desired compound (yield 75.0%).

후처리

  1. temperaturerefluxed
  2. customthe solvent was removed by vacuum distillation
  3. extractionthe resultant was extracted with ethyl acetate and saturated sodium bicarbonate
  4. dry with materialCombined organic layers were dried with anhydrous sodium sulfate
  5. filtrationfiltered
  6. customThe solvent was removed
  7. filtrationfiltered a brown solid product

출처 및 근거

ORD 기록
ord-4ff55052840c4c65818d5c0892302df5
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08049014B2

반응 노트

불러오는 중…