Ethanethiol → HCID 67596278、化合物

HRID 266491

反応式

HRID 266491 の反応式
[C:1]1([N:7]2[C:11]([S:12][CH2:13][N:14]3[C:24](=[O:25])[C:23]4[C:18](=[CH:19][C:20]([O:31][CH3:32])=[C:21]([O:29]C)[C:22]=4[CH:26]([CH3:28])[CH3:27])[S:15]3(=[O:17])=[O:16])=[N:10][N:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-].[Al+3].[Cl-].[Cl-].C(S)C.C(OCC)(=O)C.CCCCCC>C(Cl)(Cl)Cl>[C:1]1([N:7]2[C:11]([S:12][CH2:13][N:14]3[C:24](=[O:25])[C:23]4[C:18](=[CH:19][C:20]([O:31][CH3:32])=[C:21]([OH:29])[C:22]=4[CH:26]([CH3:27])[CH3:28])[S:15]3(=[O:16])=[O:17])=[N:10][N:9]=[N:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

6

反応物 4

HCID 6343EthanethiolHCID 6451240Aluminum(III) ChlorideHCID 21226206Ethyl acetate hexaneHCID 443413782-(1-Phenyltetrazol-5-yl)thiomethyl-4-isopropyl-5,6-dimethoxy-saccharin

生成物 1

HCID 67596278HCID 67596278、化合物収率 77%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

2-(1-phenyltetrazol-5-yl)thiomethyl-4-isopropyl-5,6-dimethoxy-saccharin (0.48 g) was added with stirring at 0° C. to a solution of aluminum chloride (0.4 g) and ethanethiol (0.15 mL) in chloroform (3 mL). The temperature was allowed to rise to and remain at room temperature for 18 hours. The reaction mixture was passed through silica gel with ethyl acetate-hexane (2:3) as eluant affording as a colorless oil 2-(1-phenyltetrazol-5-yl)thiomethyl-4-isopropyl-5-hydroxy-6-methoxy-saccharin, 0.3 g, 77% yield, whose structure was proven by proton and carbon-13 magnetic resonance, mass spectrometric and nuclear Overhauser enhancement analyses. The latter analysis showed 19% enhancement of the methoxy protons signal and 10% enhancement of the C-7 proton signal.

出典と根拠

ORDレコード
ord-ae3e2977941043129530b19f70808fec
出典データセット
uspto-grants-1997_07
特許番号
US05650422

関連ノート

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