Sulfuric acid magnesium salt (1:1) → 7-(4-chlorobenzoyl)-5-(3-chlorophenyl)-1,5-dihydro-4,1-benzothiazepin-2(3H)-one

HRID 860793

반응식

HRID 860793 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:16])[C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[CH:4][C:3]=1[CH:17]([C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[CH:24]=1)[S:18][CH2:19][C:20](O)=[O:21].[O-]S([O-])(=O)=O.[Mg+2]>C1(C)C=CC=CC=1>[Cl:15][C:12]1[CH:11]=[CH:10][C:9]([C:8]([C:5]2[CH:6]=[CH:7][C:2]3[NH:1][C:20](=[O:21])[CH2:19][S:18][CH:17]([C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[CH:24]=4)[C:3]=3[CH:4]=2)=[O:16])=[CH:14][CH:13]=1

참가 물질

4

반응물 2

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 69020567[[[2-Amino-5-(4-chlorobenzoyl)phenyl](3-chlorophenyl)methyl]thio]-acetic acid

생성물 1

HCID 690195197-(4-chlorobenzoyl)-5-(3-chlorophenyl)-1,5-dihydro-4,1-benzothiazepin-2(3H)-one수율 4.4%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of intermediate (19) (0.079 mol) and MgSO4 (35.5 g) in toluene (500 ml) was stirred and refluxed overnight in a Dean-Stark apparatus and then cooled. The precipitate was filtered off and the filtrate was evaporated till dryness. The residue (35 g) was purified by column chromatography over silica gel (eluent: CH2Cl2/EtOAc 85/15; 20–45 μm). The pure fractions were collected and the solvent was evaporated. The residue was crystallized from acetonitrile and DIPE. The precipitate was filtered off and dried, yielding 1.5 g (4.4%) of 7-(4-chlorobenzoyl)-5-(3-chlorophenyl)-1,5-dihydro-4,1-benzothiazepin-2(3H)-one (intermediate 20), mp. 222° C.

후처리

  1. temperaturerefluxed overnight in a Dean-Stark apparatus
  2. temperaturecooled
  3. filtrationThe precipitate was filtered off
  4. customthe filtrate was evaporated till dryness
  5. customThe residue (35 g) was purified by column chromatography over silica gel (eluent: CH2Cl2/EtOAc 85/15; 20–45 μm)
  6. customThe pure fractions were collected
  7. customthe solvent was evaporated
  8. customThe residue was crystallized from acetonitrile and DIPE
  9. filtrationThe precipitate was filtered off
  10. customdried

출처 및 근거

ORD 기록
ord-3a34b6d438d1495e9a8c3f4b1c0f89e4
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07153958B2

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