4-Chloroaniline → Monuron

HRID 648075

Reaction equation

HRID 648075 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[CH3:9][N:10]([CH3:15])[C:11](=O)[O:12]C>CN(C)CCCCCCCCCCCCCCCC>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:11]([N:10]([CH3:15])[CH3:9])=[O:12])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 78124-ChloroanilineHCID 123254Carbamic acid, dimethyl-, methyl ester

Product 1

HCID 8800Monuron

Reagents, catalysts & solvents 1

HCID 16221DimethylhexadecylamineSolvent

Procedure

A mixture of 12.8 g (0.1 mole) of 4-chloroaniline, 10.3 g (0.1 mole) of methyl N,N-dimethyl-carbamate, 20 ml of dimethyl-hexadecylamine and 100 ml of high boiling petroleum fractions (bp.: 160°-180° C.) is reacted as described in Example 12. When the reaction has proceeded to about 90%, as indicated by the chromatogram, the reaction is terminated. A solution of N-(4-chlorophenyl)-N',N'-dimethyl-urea (monuron) is obtained, which can be applied directly in the preparation of herbicidal compositions, such as spray liquids or impregnated granules.

Workup

  1. customis reacted
  2. customthe reaction is terminated

Sources & evidence

ORD record
ord-bb4c5720be4f43afae00cda98738fcb3
Source dataset
uspto-grants-1983_10
Patent number
US04410697

Linked notes

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