Chlorosuccinimide → HCID 20394810, compound

HRID 261310Notes

Reaction equation

HRID 261310 reaction equation
[C:1]1([CH2:7][C:8]([NH:10][C@@H:11]2[C:28](=[O:29])[N:13]3[CH:14]([C:20]([O:22][CH2:23][C:24]([Cl:27])([Cl:26])[Cl:25])=[O:21])[C:15]([CH3:19])([CH3:18])[S:16](=[O:17])[C@H:12]23)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:30]N1C(=O)CCC1=O>C1(C)C=CC=CC=1>[CH3:18][C:15](=[CH2:19])[CH:14]([N:13]1[C:28](=[O:29])[CH:11]([NH:10][C:8](=[O:9])[CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:12]1[S:16]([Cl:30])=[O:17])[C:20]([O:22][CH2:23][C:24]([Cl:27])([Cl:26])[Cl:25])=[O:21]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 70610145HCID 70610145, compound

Product 1

HCID 20394810HCID 20394810, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 500 mg. of 2,2,2-trichloroethyl 6β-phenylacetamido-2,2-dimethylpenam-3-carboxylate-1-oxide and 134 mg. of N-chlorosuccinimide in 40 ml. of dry toluene was refluxed for 90 minutes. The mixture was cooled, washed with H2O and brine, dried over MgSO4, and the solvent was evaporated on a rotavapor. The title compound was recovered as a colorless foam.

Workup

  1. temperatureThe mixture was cooled
  2. washwashed with H2O and brine
  3. dry with materialdried over MgSO4
  4. customthe solvent was evaporated on a rotavapor
  5. customThe title compound was recovered as a colorless foam

Sources & evidence

ORD record
ord-92614e74992e4fd89ccf86d69ff1b8e4
Source dataset
uspto-grants-1979_08
Patent number
US04165315

Reaction notes

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