Phosgene → HCID 54167955, compound

HRID 262776Notes

Reaction equation

HRID 262776 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([CH2:6][NH:7][CH2:8][CH2:9][CH3:10])=[CH:4][CH:3]=1.[C:13](Cl)([Cl:15])=[O:14]>C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]([CH2:8][CH2:9][CH3:10])[C:13]([Cl:15])=[O:14])=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 6371Phosgene2×HCID 580714p-Chloro-n-propylbenzylamine

Product 1

HCID 54167955HCID 54167955, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of 25.2 g. N-4-chlorobenzyl-N-propylamine in 150 ml. ethyl acetate was added to 150 ml. ethyl acetate under reflux whilst phosgene was passed through. The passage of phosgene was continued for 21/2 hours, after which the ethyl acetate was evaporated to give an oily product. Distillation gave N-4-chlorobenzyl-N-propylcarbamoyl chloride, an oil b.p. 162°-164° C./4.0 mm. Hg.

Workup

  1. custom2 hours
  2. customafter which the ethyl acetate was evaporated
  3. customto give an oily product
  4. distillationDistillation

Sources & evidence

ORD record
ord-ad35cf32aea443fe924e917eded58cf6
Source dataset
uspto-grants-1979_05
Patent number
US04154945

Reaction notes

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