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

HRID 1197431ノート

反応式

HRID 1197431 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-010f263d5e2e4fe6933dd53dea498f88
出典データセット
uspto-grants-1994_01
特許番号
US05276025

反応ノート

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