Propan-2-ylcarbamyl chloride → Carbamic chloride

HRID 1730099Notes

Reaction equation

HRID 1730099 reaction equation
[CH:1]([NH:4][C:5]([Cl:7])=[O:6])([CH3:3])[CH3:2]>ClC1C=CC=CC=1>[CH:1]([N:4]=[C:5]=[O:6])([CH3:3])[CH3:2].[C:5]([Cl:7])(=[O:6])[NH2:4]

Participants

4

Reactant 1

HCID 12681864Propan-2-ylcarbamyl chloride

Product 2

HCID 61277Isopropyl isocyanateHCID 68048Carbamic chlorideYield 93%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

A solution of 970 parts of isopropylcarbamic acid chloride in 1,020 parts of chlorobenzene is inroduced into an apparatus analogous to that of Example 1 and is refluxed for 9 hours -- during which the reaction temperature rises from 77° to 88° C -- whilst passing 120,000 parts by volume of dry nitrogen per hour through the mixture. The subsequent distillation gives 630 parts of isopropyl isocyanate free from carbamic acid chloride (corresponding to 93% of theory, based on isopropylcarbamic acid chloride used), boiling at from 73.5° to 74.5° C.

Workup

  1. temperatureis refluxed for 9 hours
  2. customrises from 77° to 88° C
  3. distillationThe subsequent distillation

Sources & evidence

ORD record
ord-f344c4760e4341239ed1ed0e958aa602
Source dataset
uspto-grants-1976_11
Patent number
US03991094

Reaction notes

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