Dimethylformamide → HCID 66663775, compound

HRID 2390482Notes

Reaction equation

HRID 2390482 reaction equation
[CH:1]([NH:4][C:5]1[C:6]([NH2:15])=[CH:7][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:9][CH:10]=1)([CH3:3])[CH3:2].[CH3:16][N:17]([CH3:20])C=O>O>[CH:1]([N:4]1[C:5]2[CH:10]=[CH:9][C:8]([C:11]([F:13])([F:14])[F:12])=[CH:7][C:6]=2[N:15]=[C:11]1[C:8]1[CH:9]=[CH:20][N:17]=[CH:16][CH:7]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 6228DimethylformamideHCID 735814N~1~-(Propan-2-yl)-4-(trifluoromethyl)benzene-1,2-diamine

Product 1

HCID 66663775HCID 66663775, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 0.44 g of N1-isopropyl-4-trifluoromethylbenzene-1,2-diamine, 0.51 g of isonicotinealdehyde-bisulfite adduct and 4 ml of N,N-dimethylformamide was stirred for 1 hour at 150° C. The reaction mixture was allowed to cool to room temperature, and water was poured into this, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate, then, concentrated under reduced pressure to obtain a solid residue. The residue was washed with hexane, to obtain 0.50 g of 1-isopropyl-2-(pyridin-4-yl-)-5-trifluoromethyl-1H-benzimidazole (hereinafter, referred to as present active compound 219).

Workup

  1. temperatureto cool to room temperature
  2. extractionwas extracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customto obtain a solid residue
  7. washThe residue was washed with hexane

Sources & evidence

ORD record
ord-97048e906ece4cfb8b6df07f8a872c37
Source dataset
uspto-grants-2012_09
Patent number
US08273764B2

Reaction notes

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