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

HRID 261309

Reaktionsgleichung

Reaktionsgleichung von HRID 261309
[CH:1]([NH:3][C@@H:4]1[C:26](=[O:27])[N:6]2[CH:7]([C:13]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=3)=[O:14])[C:8]([CH3:12])([CH3:11])[S:9](=[O:10])[C@H:5]12)=[O:2].[Cl:28]N1C(=O)CCC1=O.ClC(Cl)CCl>>[CH3:11][C:8](=[CH2:12])[CH:7]([N:6]1[C:26](=[O:27])[CH:4]([NH:3][CH:1]=[O:2])[CH:5]1[S:9]([Cl:28])=[O:10])[C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=1)=[O:14]

Komponenten

4

Edukt 3

HCID 65741,1,2-TrichloroethaneHCID 31398ChlorosuccinimideHCID 86735569HCID 86735569, Verbindung

Produkt 1

HCID 20349500p-Nitrobenzyl 3-Methyl-2-(2-chlorosulfinyl-4-oxo-3-formamido-1-azetidinyl)-3-butenoate

Versuchsvorschrift

A solution of 1.43 g. of p-nitrobenzyl 6β-formamido-2,2-dimethylpenam-3-carboxylate-1-oxide and 500 mg. of N-chlorosuccinimide in 40 ml. of dry 1,1,2-trichlorethane was refluxed for 90 minutes. The mixture was cooled, washed with water and brine, dried over MgSO4, and the solvent was evaporated. The nmr spectrum indicates conversion to the title compound.

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. washwashed with water and brine
  3. dry with materialdried over MgSO4
  4. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-7469e65a2f0643afa14c6488b4136a31
Quelldatensatz
uspto-grants-1979_08
Patentnummer
US04165315

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