Hydrochloric Acid → Bis(2-chloroethyl)carbamoyl chloride

HRID 2397168Notes

Reaction equation

HRID 2397168 reaction equation
[Cl:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][Cl:7].Cl.[C:9](Cl)([Cl:11])=[O:10]>C1C=CC=CC=1>[Cl:11][C:9]([N:4]([CH2:5][CH2:6][Cl:7])[CH2:3][CH2:2][Cl:1])=[O:10]

Participants

5

Procedure

A solution in dry benzene of 82 g. of bis-(β-chloroethyl)-amine freshly liberated from its hydrochloride is added gradually to a solution of 36 g. of carbonyl chloride in benzene at a temperature below 10° C. The mixture is mechanically stirred for three hours, the precipitate of bis-(β-chloroethyl)-amine hydrochloride is removed by filtration, and the benzene is distilled off on a water bath. The residue is distilled in vacuo, and the N-chloroformyl-bis-(β-chloroethyl)-amine is obtained as a pale yellow oil with a B.P. of 114-116° C./1 mm. Hg.

Workup

  1. additionis added gradually to a solution of 36 g
  2. customat a temperature below 10° C
  3. customthe precipitate of bis-(β-chloroethyl)-amine hydrochloride is removed by filtration
  4. distillationthe benzene is distilled off on a water bath
  5. distillationThe residue is distilled in vacuo

Sources & evidence

ORD record
ord-6602ee58881b4db3a221b90a5454516d
Source dataset
uspto-grants-1977_05
Patent number
USRE029199

Reaction notes

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