Phenyl isocyanate → N-[(4-Bromophenyl)methyl]-N-(1-methylpropyl)-N′-phenylurea

HRID 596309Notes

Reaction equation

HRID 596309 reaction equation
[Br:1][C:2]1[CH:13]=[CH:12][C:5]([CH2:6][NH:7][CH:8]([CH2:10][CH3:11])[CH3:9])=[CH:4][CH:3]=1.[C:14]1([N:20]=[C:21]=[O:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]([CH:8]([CH2:10][CH3:11])[CH3:9])[C:21]([NH:20][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:22])=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 7672Phenyl isocyanateHCID 4717030N-(4-bromobenzyl)butan-2-amine

Product 1

HCID 12939869N-[(4-Bromophenyl)methyl]-N-(1-methylpropyl)-N′-phenylureaYield 91%

Procedure

The following procedure described in Example 1, process variant (a), 48 g (0.2 mole) of N-(4-bromobenzyl)-N-sec.-butylamine were reacted with 24 g (0.2 mole) of phenyl isocyanate. 65.5 g of N-(4-bromobenzyl)-N-sec.-butyl-N'-phenylurea were obtained. Yield: 91%. Melting point: 86°-88° C.

Sources & evidence

ORD record
ord-691c39a16e4146958297b0592aff963c
Source dataset
uspto-grants-1977_03
Patent number
US04010281

Reaction notes

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