Chlorine → HCID 53951245, compound

HRID 980968Notes

Reaction equation

HRID 980968 reaction equation
[Cl:1]Cl.[Si:3]([O:10][CH:11]([CH:13]1[CH:16](SC)[N:15]([C:19](=[C:33]2[S:37][C:36](=[O:38])[CH2:35][S:34]2)[C:20]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([N+:30]([O-:32])=[O:31])=[CH:26][CH:25]=2)=[O:21])[C:14]1=[O:39])[CH3:12])([C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:5])[CH3:4]>C(Cl)(Cl)(Cl)Cl.C(Cl)Cl>[Si:3]([O:10][CH:11]([CH:13]1[CH:16]([Cl:1])[N:15]([C:19](=[C:33]2[S:37][C:36](=[O:38])[CH2:35][S:34]2)[C:20]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([N+:30]([O-:32])=[O:31])=[CH:26][CH:25]=2)=[O:21])[C:14]1=[O:39])[CH3:12])([C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:5])[CH3:4]

Participants

5

Reactant 2

HCID 24526ChlorineHCID 54260031HCID 54260031, compound

Product 1

HCID 53951245HCID 53951245, compound

Reagents, catalysts & solvents 2

HCID 5943Carbon TetrachlorideSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of an equimolar amount of chlorine in carbon tetrachloride was added to a solution of p-nitrobenzyl 2-[3-(1-t-butyldimethylsilyloxyethyl)-4-methylthio-2-azetidinon-1-yl]-2-(4-oxo-1,3-dithiolan-2-ylidene)acetate (134 mg) in methylene chloride (3 ml), with ice cooling. The solution was stirred at that temperature for 30 minutes and then solvent was distilled off to afford the desired product quantitatively.

Workup

  1. distillationsolvent was distilled off

Sources & evidence

ORD record
ord-6526f6380fec4622b677a2f1d3812b47
Source dataset
uspto-grants-1987_01
Patent number
US04639441

Reaction notes

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