1,1,2-Trichloroethane → p-Nitrobenzyl 3-Methyl-2-(2-chlorosulfinyl-4-oxo-3-phenoxyacetamido-1-azetidinyl)-3-butenoate

HRID 261308

반응식

HRID 261308 반응식
[O:1]([CH2:8][C:9]([NH:11][C@@H:12]1[C:34](=[O:35])[N:14]2[CH:15]([C:21]([O:23][CH2:24][C:25]3[CH:30]=[CH:29][C:28]([N+:31]([O-:33])=[O:32])=[CH:27][CH:26]=3)=[O:22])[C:16]([CH3:20])([CH3:19])[S:17](=[O:18])[C@H:13]12)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:36]N1C(=O)CCC1=O.ClC(Cl)CCl>>[CH3:19][C:16](=[CH2:20])[CH:15]([N:14]1[C:34](=[O:35])[CH:12]([NH:11][C:9](=[O:10])[CH2:8][O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:13]1[S:17]([Cl:36])=[O:18])[C:21]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][C:28]([N+:31]([O-:33])=[O:32])=[CH:27][CH:26]=1)=[O:22]

참가 물질

4

반응물 3

HCID 65741,1,2-TrichloroethaneHCID 31398ChlorosuccinimideHCID 12912421p-Nitrobenzyl 6beta-phenoxyacetamido-2,2-dimethylpenam-3-carboxylate-1-oxide

생성물 1

HCID 9936995p-Nitrobenzyl 3-Methyl-2-(2-chlorosulfinyl-4-oxo-3-phenoxyacetamido-1-azetidinyl)-3-butenoate

실험 절차

A solution of 500 mg. (1 mmol.) of p-nitrobenzyl 6β-phenoxyacetamido-2,2-dimethylpenam-3-carboxylate-1-oxide and 134 mg. (1 mmol.) of N-chlorosuccinimide in 40 ml. of well dried 1,1,2-trichloroethane was refluxed for 90 minutes. The mixture was cooled, washed with water and brine, dried, and the solvent evaporated in vacuo. According to the nmr spectrum the title compound was obtained in nearly quantitative yield.

후처리

  1. temperatureThe mixture was cooled
  2. washwashed with water and brine
  3. customdried
  4. customthe solvent evaporated in vacuo
  5. customwas obtained in nearly quantitative yield

출처 및 근거

ORD 기록
ord-0bba983cff55434892c89f2401253746
출처 데이터셋
uspto-grants-1979_08
특허 번호
US04165315

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