Stannous chloride dihydrate → 5-amino-2-benzylisoquinolin-1(2H)-one

HRID 749209노트

반응식

HRID 749209 반응식
O.O.[Sn](Cl)Cl.[CH2:6]([N:13]1[CH:22]=[CH:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][C:19]=2[N+:23]([O-])=O)[C:14]1=[O:26])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(=O)(O)[O-].[Na+]>C(O)C.O>[NH2:23][C:19]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:20]=1[CH:21]=[CH:22][N:13]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:14]2=[O:26]

참가 물질

6

반응물 3

HCID 61436Stannous chloride dihydrateHCID 516892Sodium BicarbonateHCID 184445282-benzyl-5-nitroisoquinolin-1(2H)-one

생성물 1

HCID 184445335-amino-2-benzylisoquinolin-1(2H)-one수율 93.5%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

Tin(II) chloride dihydrate (1.21 g, 5.36 mmol) was added to a stirred solution of 2-benzyl-5-nitroisoquinolin-1(2H)-one (300 mg, 1.07 mmol) in anhydrous ethanol (20 mL). The reaction mixture was stirred at reflux for 20 h. The resulting mixture was cooled to room temperature, treated with saturated aqueous sodium bicarbonate to pH=11 and diluted with water (100 mL). The obtained mixture was extracted with ethyl acetate (3×70 mL). The combined organic fractions were dried over anhydrous Na2SO4, filtered and evaporated to give 5-amino-2-benzylisoquinolin-1(2H)-one (248 mg, 1.0 mmol, 93% yield) as an orange foam.

후처리

  1. temperatureat reflux for 20 h
  2. extractionThe obtained mixture was extracted with ethyl acetate (3×70 mL)
  3. dry with materialThe combined organic fractions were dried over anhydrous Na2SO4
  4. filtrationfiltered
  5. customevaporated

출처 및 근거

ORD 기록
ord-d50aa7129329405187ee1311c434aeaa
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07402596B2

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