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1,2,4-Trichlorobenzene → Fluometuron

HRID 2372525
Notes
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Reaction equation

HRID 2372525 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6].[CH3:12][N:13]([CH3:17])[C:14](N)=[O:15].ClC1C=CC(Cl)=CC=1Cl.CNC.ClC(Cl)(Cl)C1C=C(NC(N(C)C)=O)C=CC=1>>[F:1][C:2]([F:10])([F:11])[C:3]1[CH:4]=[C:5]([NH:6][C:14]([N:13]([CH3:17])[CH3:12])=[O:15])[CH:7]=[CH:8][CH:9]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 5

HCID 131,2,4-TrichlorobenzeneHCID 674DimethylamineHCID 73753-(Trifluoromethyl)anilineHCID 11737N,N-DimethylureaHCID 19904734N-(3-trichloromethylphenyl)-N',N'-dimethylurea

Product 1

HCID 16562Fluometuron

Procedure

Using the amount of 3-trifluoromethylaniline and N,N-dimethylurea indicated in Example 4, but using the mother liquor from Example 4 instead of pure 1,2,4-trichlorobenzene as the diluent and using 11.4 g (0.25 mol) of dimethylamine, 4.8 g of N-(3-trichloromethylphenyl)-N',N'-dimethylurea, i.e. 83% of theory, having a melting point of 160° to 161° C. and a purity of 99.7% were obtained in the manner described in Example 2.

Workup

  1. customa purity of 99.7% were obtained in the manner

Sources & evidence

ORD record
ord-b456aeee49f7447f8a6c4c05c4979627
Source dataset
uspto-grants-1992_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05099021

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes