Methyl chloroformate → methyl N,N-bis(2-chloroethyl)carbamate

HRID 1814790Notes

Reaction equation

HRID 1814790 reaction equation
Cl.[Cl:2][CH2:3][CH2:4][NH:5][CH2:6][CH2:7][Cl:8].Cl[C:10]([O:12][CH3:13])=[O:11].C(N(C(C)C)CC)(C)C>C(Cl)Cl>[CH3:13][O:12][C:10](=[O:11])[N:5]([CH2:6][CH2:7][Cl:8])[CH2:4][CH2:3][Cl:2]

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 522769Bis(2-chloroethyl)amine hydrochloride

Product 1

HCID 327143methyl N,N-bis(2-chloroethyl)carbamate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The starting material N,N-bis-(2-chloroethyl)-carbamic acid methyl ester is prepared by treating a solution of bis-(2-chloroethyl)-amine hydrochloride in methylene chloride at 0° C. with methyl chloroformate (1.0 mole equivalent) and diisopropylethylamine (2.2 mole equivalents).

Sources & evidence

ORD record
ord-54fc4762c10a4701b200bd7633ba31a6
Source dataset
uspto-grants-2005_04
Patent number
US06878707B2

Reaction notes

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