Hydrochloric Acid → 20059-86-3

HRID 1283482Notes

Reaction equation

HRID 1283482 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][C:9]=1[Br:10])[NH2:6].[C:11](Cl)(Cl)=[O:12].Cl>ClC1C=CC=CC=1>[Cl:2][C:3]1[CH:4]=[C:5]([N:6]=[C:11]=[O:12])[CH:7]=[CH:8][C:9]=1[Br:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6371PhosgeneHCID 21518185HCID 21518185, compound

Product 1

HCID 1985235420059-86-3Yield 113.2%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

600 g of 3-chlor-4-bromaniline hydrochloride were suspended in 2500 ml chlorobenzene and the entire mixture was heated to 150°C to 160°C with vigorous stirring. About 1.25 kg of phosgene was introduced at this temperature; after about 10 to 16 hours all the hydrochloride had disappeared. The solvent was distilled off and the residue was rectified in vacuo. In this way 650 g of 3-chloro-4-bromo-phenylisocyanate, boiling at 122°C to 123°C at 12 mm Hg, were obtained.

Workup

  1. temperaturethe entire mixture was heated to 150°C to 160°C with vigorous stirring
  2. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-75491a03f13f4c6aac2eeb68654e2031
Source dataset
uspto-grants-1976_08
Patent number
US03975418

Reaction notes

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