Stannous chloride dihydrate → 5-Amino-4-(thiazol-4-yl)thiophene-3-carbonitrile

HRID 1519927노트

반응식

HRID 1519927 반응식
[N+:1]([C:4]1[S:8][CH:7]=[C:6]([C:9]#[N:10])[C:5]=1[C:11]1[N:12]=[CH:13][S:14][CH:15]=1)([O-])=O.O.O.[Sn](Cl)Cl>C(OCC)(=O)C>[NH2:1][C:4]1[S:8][CH:7]=[C:6]([C:9]#[N:10])[C:5]=1[C:11]1[N:12]=[CH:13][S:14][CH:15]=1

참가 물질

4

반응물 2

HCID 61436Stannous chloride dihydrateHCID 68754106HCID 68754106, 화합물

생성물 1

HCID 687545655-Amino-4-(thiazol-4-yl)thiophene-3-carbonitrile수율 38%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 5-nitro-4-(thiazol-4-yl)thiophene-3-carbonitrile (0.071 g, 0.31 mmol) in ethyl acetate (3 mL) was added tin (II) chloride dihydrate (0.29 g, 1.27 mmol). The reaction mixture was heated in an oil bath set at 70° C. under condenser. After 20 min. the mixture was cooled to RT and concentrated under reduced pressure. Purification by flash chromatography (silica, 40:60 ethyl acetate/hexane) gave 5-amino-4-(thiazol-4-yl)thiophene-3-carbonitrile (24 mgs, 38%) Retention time (min)=1.837, method [4], MS(ESI) 208.0 (M+H).

후처리

  1. temperatureThe reaction mixture was heated in an oil bath
  2. customset at 70° C. under condenser
  3. concentrationconcentrated under reduced pressure
  4. customPurification by flash chromatography (silica, 40:60 ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-b40b15d1c8f849ea9bdfecafab64f37c
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073891B2

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