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

HRID 1033482노트

반응식

HRID 1033482 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-fbc01b5d33b64c8f8b8e8c8beb1e7f95
출처 데이터셋
uspto-grants-1994_05
특허 번호
US05310904

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