Cyanide → 1-i-Butyl-3-(p-chloro-alpha,alpha-dimethylbenzyl)-1-methylurea

HRID 614020Notes

Reaction equation

HRID 614020 reaction equation
[Cl:1][C:2]1[CH:13]=[CH:12][C:5]([C:6]([N:9]=[C:10]=[O:11])([CH3:8])[CH3:7])=[CH:4][CH:3]=1.[C-]#N.[CH2:16]([NH:20][CH3:21])[CH:17]([CH3:19])[CH3:18]>>[CH2:16]([N:20]([CH3:21])[C:10]([NH:9][C:6]([CH3:8])([CH3:7])[C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:13][CH:12]=1)=[O:11])[CH:17]([CH3:19])[CH3:18]

Participants

4

Reactant 3

HCID 5975CyanideHCID 12249N-MethylisobutylamineHCID 131183231-Chloro-4-(2-isocyanatopropan-2-yl)benzene

Product 1

HCID 545366811-i-Butyl-3-(p-chloro-alpha,alpha-dimethylbenzyl)-1-methylureaYield 92.2%

Procedure

3.9 g of p-chloro-α,α-dimethylbenzyl isocyanate, prepared from the corresponding cyanide in the same way as in Synthesis Example 1, was added to 1.9 g of N-i-butyl-N-methylamine. The precipitated crystals were separated by filtration and recrystallized from n-hexane to obtain 5.2 g of the title compound.

Workup

  1. customThe precipitated crystals were separated by filtration
  2. customrecrystallized from n-hexane

Sources & evidence

ORD record
ord-f5567ef6ed9d4f3cad4ea4749cbc562a
Source dataset
uspto-grants-1979_03
Patent number
US04143061

Reaction notes

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