Water → 1-butyl-3-(4-methylphenyl)urea

HRID 1903296Notes

Reaction equation

HRID 1903296 reaction equation
[SH2]=N.[CH2:3]([NH:7][C:8](C1C=CC=CC=1C(O)=O)=[O:9])[CH2:4][CH2:5][CH3:6].[NH2:19][C:20]1[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=1.C(N(CC)CC)C.O>CC(C)=O>[C:23]1([CH3:26])[CH:24]=[CH:25][C:20]([NH:19][C:8]([NH:7][CH2:3][CH2:4][CH2:5][CH3:6])=[O:9])=[CH:21][CH:22]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7813p-ToluidineHCID 8471TriethylamineHCID 178449294HCID 178449294, compound

Product 1

HCID 2709511-butyl-3-(4-methylphenyl)ureaYield 79.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5.64 g n-butylcarbamoyl-benzoic acid sulfimide was reacted with 2.14 g p-toluidine and 2.8 ml triethylamine in 20 ml of a 1:1 mixture of water and acetone, as described in example 1. 3.28 g 1-(p-tolyl)-3-(n-butyl)-urea was obtained, melting at 118°-119° C.

Sources & evidence

ORD record
ord-66cf620d18bd4d28a393256febbf6bce
Source dataset
uspto-grants-1984_03
Patent number
US04435567

Reaction notes

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