O-Toluidine → 1-Propyl-3-(O-tolyl)urea
Reaction equation
[NH2:1][C:2]1[C:3]([CH3:8])=[CH:4][CH:5]=[CH:6][CH:7]=1.[CH2:9]([N:12]=[C:13]=[O:14])[CH2:10][CH3:11]>C1(C)C=CC=CC=1>[CH3:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:1][C:13]([NH:12][CH2:9][CH2:10][CH3:11])=[O:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2-Toluidine (32.1 g) was dissolved in toluene (500 ml) and propyl isocyanate (25.2 g) was added in one portion with stirring. The mixture was stirred for 1 h and then allowed to stand at room temperature for 6 h. The solid was collected by filtration and washed with toluene to provide the title compound (36.5 g).
Workup
- stirringThe mixture was stirred for 1 h
- filtrationThe solid was collected by filtration
- washwashed with toluene
Sources & evidence
- ORD record
- ord-d5d2a29526984bf8bd2400d670577b4a
- Source dataset
- uspto-grants-1999_07
- Patent number
- US05919789
Reaction notes
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