Methyl Isocyanate → N-(2-Amino-2-methylpropyl)-N'-methylurea

HRID 2308971Notes

Reaction equation

HRID 2308971 reaction equation
[CH3:1][N:2]=[C:3]=[O:4].[NH2:5][CH2:6][C:7]([NH2:10])([CH3:9])[CH3:8]>N1C=CC=CC=1>[CH3:8][C:7]([NH2:10])([CH3:9])[CH2:6][NH:5][C:3]([NH:2][CH3:1])=[O:4]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 131282-Methylpropylenediamine

Product 1

HCID 54538017N-(2-Amino-2-methylpropyl)-N'-methylureaYield 90%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Conditions

Temperature
0 °C

Procedure

A mixture of 5.7 g (0.1 mol) of methyl isocyanate and 20 ml of pyridine was stirred at 0° C. for 5 minutes and then slowly added to a solution of 20 g (0.23 mol) of 1,2-diamino-2-methylpropane in 30 ml of pyridine. The reaction mixture was warmed to 20° C. and stirred for 1 hour. Evaporation of the solvent in vacuo gave 11.6 g (90%) of product, recovered as an oil, which was identified by NMR and IR spectroscopy.

Workup

  1. temperatureThe reaction mixture was warmed to 20° C.
  2. stirringstirred for 1 hour
  3. customEvaporation of the solvent in vacuo

Sources & evidence

ORD record
ord-bae6279f6c494f8f8f93eb922c09cfc8
Source dataset
uspto-grants-1987_09
Patent number
US04692446

Reaction notes

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