Chlorine → HCID 14460365, compound

HRID 2371896Notes

Reaction equation

[Cl:1]Cl.[N:3]([CH2:6][C:7]([CH3:35])([CH3:34])[C:8](=[O:33])[CH:9]([N:23]1[CH:26](SC(C)(C)C)[CH2:25][C:24]1=[O:32])[C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=1)=[O:11])=[N+:4]=[N-:5]>C(Cl)(Cl)(Cl)Cl.C(Cl)Cl>[N:3]([CH2:6][C:7]([CH3:35])([CH3:34])[C:8](=[O:33])[CH:9]([N:23]1[CH:26]([Cl:1])[CH2:25][C:24]1=[O:32])[C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=1)=[O:11])=[N+:4]=[N-:5]

Participants

Conditions

Temperature: -60 °C

Procedure

286 μl of a solution containing 1.14 g/10 ml of chlorine in carbon tetrachloride are added to a solution of 110 mg of p-nitrobenzyl 5-azido-2-(4-tert-butylthio-2-oxo-1-azetidinyl)-4,4-dimethyl-3-oxopentanoate in 9 ml of methylene chloride at -60° C., and the mixture is subsequently stirred for 2 hours at -60° C. The reaction solution is evaporated in a rotary evaporator to give 119 mg of a yellow oil. IR spectrum in CH2Cl2 : 2930, 2860, 2105, 1780, 1755, 1720, 1610, 1530, 1350, 1190 cm-1.

Workup

customThe reaction solution is evaporated in a rotary evaporator

Sources & evidence

ORD record: ord-9be39caf1f0a4ce38707179604fca439
Source dataset: uspto-grants-1992_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05096899

Reaction notes

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