1-Chloro-4-isocyanato-2-(trifluoromethyl) benzene → 1-(4-Chloro-3-trifluoromethyl-phenyl)-3-(5-methyl-1-pyridin-4-ylmethyl-1H-benzoimidazol-4-yl)-urea

HRID 503835Notes

Reaction equation

HRID 503835 reaction equation
[CH3:1][C:2]1[CH:17]=[CH:16][C:5]2[N:6]([CH2:9][C:10]3[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=3)[CH:7]=[N:8][C:4]=2[C:3]=1[NH2:18].[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([N:26]=[C:27]=[O:28])=[CH:22][C:21]=1[C:29]([F:32])([F:31])[F:30]>ClCCl>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([NH:26][C:27]([NH:18][C:3]2[C:4]3[N:8]=[CH:7][N:6]([CH2:9][C:10]4[CH:11]=[CH:12][N:13]=[CH:14][CH:15]=4)[C:5]=3[CH:16]=[CH:17][C:2]=2[CH3:1])=[O:28])=[CH:22][C:21]=1[C:29]([F:30])([F:31])[F:32]

Participants

4

Reactant 2

HCID 27332651-Chloro-4-isocyanato-2-(trifluoromethyl) benzeneHCID 594286405-Methyl-1-(pyridin-4-yl)methyl-1H-benzimidazol-4-ylamine

Product 1

HCID 498059651-(4-Chloro-3-trifluoromethyl-phenyl)-3-(5-methyl-1-pyridin-4-ylmethyl-1H-benzoimidazol-4-yl)-urea

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 2d (100 mg, 0.42 mmol) is weighed into a round bottom flask and dissolved in dichloromethane (3 mL). 1-Chloro-4-isocyanato-2-trifluoromethyl-benzene (93 mg, 0.42 mmol) is added as a solid and the homogeneous mixture is stirred for 4 h. The precipitate is collected via filtration and are washed with ether and collected to yield compound 2g as a white amorphous solid.

Workup

  1. filtrationThe precipitate is collected via filtration
  2. washare washed with ether
  3. customcollected

Sources & evidence

ORD record
ord-6161150d4dd943528f2ad94470074a8c
Source dataset
uspto-grants-2010_08
Patent number
US07777040B2

Reaction notes

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