Dimethylformamide → HCID 66664078, compound

HRID 2390481Notes

Reaction equation

HRID 2390481 reaction equation
[CH2:1]([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)[CH2:2][CH3:3].[CH3:16][N:17]([CH3:20])C=O>O>[CH2:1]([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)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 6228DimethylformamideHCID 20635627HCID 20635627, compound

Product 1

HCID 66664078HCID 66664078, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 0.44 g of N1-propyl-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 0.55 g of 1-propyl-2-(pyridin-4-yl-)-5-trifluoromethyl-1H-benzimidazole (hereinafter, referred to as present active compound 218).

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-fdacfb6cab9a4312b540d88d87f78fa5
Source dataset
uspto-grants-2012_09
Patent number
US08273764B2

Reaction notes

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