Dimethylamine → Isoproturon

HRID 2372523

Reaction equation

HRID 2372523 reaction equation
[CH3:1][N:2]([CH3:6])[C:3]([NH2:5])=[O:4].[CH:7]([C:10]1[CH:16]=[CH:15][C:13](N)=[CH:12][CH:11]=1)([CH3:9])[CH3:8].CNC>ClC1C=CC(Cl)=CC=1Cl>[CH:7]([C:10]1[CH:16]=[CH:15][C:13]([NH:5][C:3]([N:2]([CH3:6])[CH3:1])=[O:4])=[CH:12][CH:11]=1)([CH3:9])[CH3:8]

Participants

5

Reactant 3

HCID 674Dimethylamine2×HCID 74644-IsopropylanilineHCID 11737N,N-Dimethylurea

Product 1

HCID 36679Isoproturon

Reagents, catalysts & solvents 1

HCID 131,2,4-TrichlorobenzeneSolvent

Conditions

Temperature
205 °C

Procedure

3.35 g (0.038 mol) of N,N-dimethylurea and 3.38 g (0.025 mol) of 4-isopropylaniline were added with stirring into 20 ml of 1,2,4-trichlorobenzene. The reaction mixture was heated to 205° C., dimethylamine being introduced from 120° C. After 5.5 hours, 8.8 g (0.19 mol) of dimethylamine had been introduced and the reaction was complete.

Sources & evidence

ORD record
ord-391164161a5a45e884f81eb8a88d98a3
Source dataset
uspto-grants-1992_03
Patent number
US05099021

Linked notes

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