Dimethyl Sulfoxide → 3-acetoxy-8-chloro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one

HRID 1033482ノート

反応式

HRID 1033482 の反応式
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]2[NH:6][C:7](=[O:20])[CH:8]([OH:19])[CH:9]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=3)[S:10][C:4]=2[CH:3]=1.[C:23](OC(=O)C)(=[O:25])[CH3:24].CS(C)=O.N1C=CC=CC=1>O.C1(C)C=CC=CC=1>[C:23]([O:19][C:8]1[C:7](=[O:20])[NH:6][C:5]2[CH:21]=[CH:22][C:2]([Cl:1])=[CH:3][C:4]=2[S:10][C:9]=1[C:11]1[CH:12]=[CH:13][C:14]([O:17][CH3:18])=[CH:15][CH:16]=1)(=[O:25])[CH3:24]

参加物

7

反応物 4

HCID 679Dimethyl SulfoxideHCID 1049PyridineHCID 7918Acetic AnhydrideHCID 155934012-(4-methoxyphenyl)-3-hydroxy-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one

生成物 1

HCID 190261363-acetoxy-8-chloro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one収率 60.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒

実験手順

A mixture of 8-chloro-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one (36.0 g), acetic anhydride (50 ml), dimethylsulfoxide (100 ml), pyridine (3 ml) and toluene (100 ml) is stirred at room temperature for 3 days. Water is added to the mixture, and the mixture is extracted with ethyl acetate, and the extract is washed with water, and dried. The resultant is evaporated to remove the solvent, and diethyl ether is added to the residue. The precipitated crystal is collected by filtration to give 3-acetoxy-8-chloro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one (24.5 g).

後処理

  1. extractionthe mixture is extracted with ethyl acetate
  2. washthe extract is washed with water
  3. customdried
  4. customThe resultant is evaporated
  5. customto remove the solvent, and diethyl ether
  6. additionis added to the residue
  7. filtrationThe precipitated crystal is collected by filtration

出典と根拠

ORDレコード
ord-fbc01b5d33b64c8f8b8e8c8beb1e7f95
出典データセット
uspto-grants-1994_05
特許番号
US05310904

反応ノート

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