Phosgene → 2,6-Dimethylcyclohexylisocyanate

HRID 1980462Notes

Reaction equation

HRID 1980462 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]([CH3:8])[CH:3]1[NH2:9].[C:10](Cl)(Cl)=[O:11]>ClC1C=CC=CC=1Cl>[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]([CH3:8])[CH:3]1[N:9]=[C:10]=[O:11]

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 1109322,6-Dimethylcyclohexylamine

Product 1

HCID 221022572,6-Dimethylcyclohexylisocyanate

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

The thus formed oxime is thereafter reduced in the presence of a Na--alcohol couple to 2,6-dimethylcyclohexylamine at a temperature in the range 0° to 80° C. at 1-5 atmospheres pressure: ##STR10## Amine is then dissolved in o-dichlorobenzene and in the presence of excess phosgene with the reaction being performed in two temperature stages with the first temperature stage in the range -20° to 20° C. and the second from 20° to 200° C. with pressures ranging from 1 to 15 atmospheres to form 2,6-dimethylcyclohexylisocyanate, thusly: ##STR11##

Workup

  1. custombeing performed in two temperature stages with the first temperature stage in the range -20° to 20° C.
  2. customsecond from 20° to 200° C.

Sources & evidence

ORD record
ord-de43ff938bae4d478095c4cd0daa04d9
Source dataset
uspto-grants-1985_04
Patent number
US04510097

Reaction notes

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