Phosgene → 2,2,2-Tribromoethyl carbonazidate

HRID 1076729Notes

Reaction equation

[CH2:1]([OH:6])[C:2]([Br:5])([Br:4])[Br:3].Cl[C:8]([O-:10])=O.C(Cl)(Cl)=O.[N-:15]=[N+:16]=[N-:17].[Na+]>>[N:15]([C:8]([O:6][CH2:1][C:2]([Br:5])([Br:4])[Br:3])=[O:10])=[N+:16]=[N-:17]

Participants

Reactant 4

HCID 6371Phosgene

HCID 6400Tribromoethanol

HCID 33557Sodium Azide

HCID 21226386Carbonochloridate

Product 1

HCID 151782402,2,2-Tribromoethyl carbonazidate

Procedure

Tribromoethanol (43.8 parts) was converted to the corresponding chloroformate by reaction with 40 parts of phosgene in the presence of a stoichiometric amount of base. The purified intermediate was reacted with an excess of sodium azide to produce the β,β,β-tribromoethyl azidoformate.

Sources & evidence

ORD record: ord-7d36d08e04aa476bbd2decc0bd8da498
Source dataset: uspto-grants-1976_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03957835

Reaction notes

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