Phosgene → Butyloxycarbonyl isocyanate

HRID 867977

Reaction equation

HRID 867977 reaction equation
[C:1](=[O:8])([O:3][CH2:4][CH2:5][CH2:6][CH3:7])[NH2:2].[C:9](Cl)(Cl)=[O:10]>CCCCCCCCCCCCCCCCCCCNC=O.ClC1C=CC=CC=1>[CH2:4]([O:3][C:1]([N:2]=[C:9]=[O:10])=[O:8])[CH2:5][CH2:6][CH3:7]

Participants

5

Reactant 2

HCID 6371Phosgene3×HCID 11596n-Butyl carbamate

Product 1

HCID 12538171Butyloxycarbonyl isocyanateYield 45%

Reagents, catalysts & solvents 2

HCID 17845310MethylstearylformamideCatalystHCID 7964ChlorobenzeneSolvent

Procedure

58.5 g of n-butyl carbamate were initially introduced as a melt and 86 g of phosgene were passed into this melt at 80° C. within 6 hours. 3.1 g (=2 mol %) of methylstearylformamide and 125 g of chlorobenzene were then added. A further 113 g of phosgene were then passed into the mixture at 130° C. within 6 hours and excess phosgene was subsequently blown out using nitrogen. The distillation of the reaction mixture produced 32.2 g (=45% of theory) of butyloxycarbonyl isocyanate having a boiling point from 52° to 54° C. at 24 mbar.

Workup

  1. distillationThe distillation of the reaction mixture

Sources & evidence

ORD record
ord-f2cc6dfb375945b8aff97ea3d7d6300c
Source dataset
uspto-grants-1988_10
Patent number
US04777283

Linked notes

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