Phosgene → 4-Chlorobutyl carbonisocyanatidate

HRID 867978Notes

Reaction equation

HRID 867978 reaction equation
[C:1](=[O:9])([O:3][CH2:4][CH2:5][CH2:6][CH2:7][Cl:8])[NH2:2].[C:10](Cl)(Cl)=[O:11]>CCCCCCCCCCCCCCCCCCCNC=O.ClC1C=CC=CC=1>[Cl:8][CH2:7][CH2:6][CH2:5][CH2:4][O:3][C:1]([N:2]=[C:10]=[O:11])=[O:9]

Participants

5

Procedure

45 5 g of δ-chlorobutyl carbamate were initially introduced as a melt and 63 g of phosgene were passed into the melt at 80° C. within 6 hours. 150 g of chlorobenzene and 0.36 g (=0.4 mol %) of methylstearylformamide were then added and a further 159 g of phosgene were passed into the mixture at 130° C. over a further 16 hours. Excess phosgene was subsequently driven out using nitrogen. 23.7 g of δ-chlorobutyloxycarbonyl isocyanate having a boiling point of 86° to 109° C. at 20 mbar were obtained on subsequent distillation, corresponding to a yield of 44% of theory.

Sources & evidence

ORD record
ord-9ba8cc45c1e2467fafd56bdee7d984bd
Source dataset
uspto-grants-1988_10
Patent number
US04777283

Reaction notes

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