1-Chloro-4-isocyanato-2-(trifluoromethyl) benzene → HCID 178522076, compound

HRID 2262766Notes

Reaction equation

HRID 2262766 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([C:9]2[NH:13][N:12]=[N:11][N:10]=2)[CH:3]=1.[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]=[C:22]=[O:23])=[CH:17][C:16]=1[C:24]([F:27])([F:26])[F:25]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:22]([NH:21][C:18]2[CH:19]=[CH:20][C:15]([Cl:14])=[C:16]([C:24]([F:26])([F:25])[F:27])[CH:17]=2)=[O:23])=[C:4]([C:9]2[NH:13][N:12]=[N:11][N:10]=2)[CH:3]=1

Participants

4

Reactant 2

HCID 27332651-Chloro-4-isocyanato-2-(trifluoromethyl) benzeneHCID 178507588HCID 178507588, compound

Product 1

HCID 178522076HCID 178522076, compoundYield 79.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-Chloro-2-(1H-tetrazol-5-yl)-phenylamine (500 mg) dissolved in toluene (15 ml) was treated with 4-chloro-3-trifluoromethylphenylisocyanate (600 mg) and stirred for a week. The precipitated product was filtered and then acid/base extracted and re-precipitated in aq. acid in a manner analogous to that described for 1-[4-Chloro-2-(1H-tetrazol-5-yl)-phenyl]-3-(3,5-dichloro-phenyl)-urea (Compound 12) to give 1-[4-Chloro-2-(IH-tetrazol-5-yl)-phenyl]-3-(4-chloro-3-trifluoromethyl-phenyl)-urea as a white solid (850 mg). Mp.=245-247° C.

Workup

  1. filtrationThe precipitated product was filtered
  2. extractionacid/base extracted
  3. customre-precipitated in aq. acid in a manner analogous to

Sources & evidence

ORD record
ord-8c1591137ef043f09863ce3cf147b953
Source dataset
uspto-grants-2010_12
Patent number
US07851492B2

Reaction notes

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