1-Propanethiol, 2-amino- → 3(R,S)-methyl-7-sulfamoyl-3,4-dihydrothieno[3,2-f]-1,4-thiazepin-5(2H)-one

HRID 1197431노트

반응식

HRID 1197431 반응식
CC(C)([O-])C.[K+].[NH2:7][CH:8]([CH3:11])[CH2:9][SH:10].Cl[C:13]1[S:14][C:15]([S:23](=[O:26])(=[O:25])[NH2:24])=[CH:16][C:17]=1[C:18](OCC)=[O:19]>C(O)C>[CH3:11][CH:8]1[NH:7][C:18](=[O:19])[C:17]2[CH:16]=[C:15]([S:23](=[O:25])(=[O:26])[NH2:24])[S:14][C:13]=2[S:10][CH2:9]1

참가 물질

5

반응물 3

HCID 1658451-Propanethiol, 2-amino-HCID 19106450Ethyl 2-chloro-5-sulfamoylthiophene-3-carboxylateHCID 23665647Potassium tert-butoxide

생성물 1

HCID 191064643(R,S)-methyl-7-sulfamoyl-3,4-dihydrothieno[3,2-f]-1,4-thiazepin-5(2H)-one수율 72.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a mixture of potassium tert-butoxide (8.56 g, 0.076 mol) in ethanol (75 mL) was added 2(R,S)-aminopropanethiol (3.1 g, 0.0246 mol) and ethyl 2-chloro-5-sulfamoylthiophene-3-carboxylate (5.98 g, 0.022 mol). The mixture was heated at reflux for 24 hours, and then allowed to stand at room temperature for 24 hours. Following removal of most of the solvent by vacuum concentration, the mixture was acidified to pH 3 with dilute hydrochloric acid. The resulting solids were removed by filtration and dried to give 4.44 g of the title compound, mp 184°-187° C.

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 24 hours
  3. customremoval of most of the solvent
  4. concentrationby vacuum concentration
  5. customThe resulting solids were removed by filtration
  6. customdried

출처 및 근거

ORD 기록
ord-010f263d5e2e4fe6933dd53dea498f88
출처 데이터셋
uspto-grants-1994_01
특허 번호
US05276025

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