1-Phenylthiosemicarbazide → HCID 86627597, 화합물

HRID 1970081

반응식

HRID 1970081 반응식
[C:1]1([NH:7][NH:8][C:9]([NH2:11])=[S:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:13][C:14]([C:16]1[CH:25]=[CH:24][C:23]2[NH:22][C:21](=[O:26])[C:20]3[NH:27][CH:28]=[CH:29][C:19]=3[C:18]=2[CH:17]=1)=O.[CH2:30]([C:32]([O-:34])=[O:33])[CH3:31]>C(O)C>[O:26]=[C:21]1[C:20]2[NH:27][CH:28]=[CH:29][C:19]=2[C:18]2[CH:17]=[C:16]([C:14]3[N:11]=[C:9]([NH:8][NH:7][C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[S:10][CH:13]=3)[CH:25]=[CH:24][C:23]=2[NH:22]1.[CH2:30]([C:32]([O-:34])=[O:33])[CH3:31]

참가 물질

4

반응물 2

HCID 27810941-PhenylthiosemicarbazideHCID 866275838-(2-bromo-acetyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-ethyl carboxylate

생성물 1

HCID 86627597HCID 86627597, 화합물수율 42.1%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
90 °C

실험 절차

66 mg (1.2 mmol) of 1-phenylthiosemicarbazide is added to a suspension of 124 mg (0.33 mmol) of 8-(2-bromo-acetyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate in 3.5 mL of ethanol. The mixture is stirred at 90° C. for 6 hours then the mixture is cooled to room temperature. The solvent is evaporated, then the product is purified by preparative LCMS. After drying, 62 mg (42%) of 4-oxo-8-[2-(N′-phenyl-hydrazino)-thiazol-4-yl]-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate is obtained in the form of a beige solid.

후처리

  1. temperaturethe mixture is cooled to room temperature
  2. customThe solvent is evaporated
  3. customthe product is purified by preparative LCMS
  4. customAfter drying

출처 및 근거

ORD 기록
ord-4d7f1c760d5b41cf994c4a0946a57eca
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08426437B2

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