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

HRID 1679565

Reaktionsgleichung

Reaktionsgleichung von HRID 1679565
[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]

Komponenten

4

Edukt 3

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

Produkt 1

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

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-022925e3bcbe48b5a9c8afffa9f207e2
Quelldatensatz
uspto-grants-1978_03
Patentnummer
US04081440

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