Diuron → 1-Chloro-N'-(3,4-dichlorophenyl)-N,N-dimethylformamidine

HRID 1789281

Reaction equation

HRID 1789281 reaction equation
P(Cl)(Cl)(Cl)(Cl)[Cl:2].[CH3:7][N:8]([CH3:20])[C:9]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=1)=O>C1(C)C=CC=CC=1>[CH3:7][N:8]([CH3:20])[C:9]([Cl:2])=[N:11][C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=1

Participants

4

Reactant 2

HCID 3120DiuronHCID 24819Phosphorus pentachloride

Product 1

HCID 223701-Chloro-N'-(3,4-dichlorophenyl)-N,N-dimethylformamidineYield 100.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

10.4 g (0.05 mole) of phosphorus pentachloride and 11.6 g (0.05 mole) of N,N-dimethyl-N'-(3,4-dichlorophenyl)-urea in 74 ml of toluene are refluxed for 3 hours, and the volatile components are distilled off under 0.13 mbar to give 12.6 g of N,N-dimethyl-N'-(3,4-dichlorophenyl)-chloroformamidine in the form of an oil; nD25 : 1.6133.

Workup

  1. distillationthe volatile components are distilled off under 0.13 mbar

Sources & evidence

ORD record
ord-92a52f538f554a5093be7b8af150e8d1
Source dataset
uspto-grants-1987_08
Patent number
US04689068

Linked notes

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