Acetophenone → 7-(alpha-Methylbenzylidenamino)-1-isopropyl-2-methyl-5-trifluoromethylbenzimidazole

HRID 46719Notes

Reaction equation

HRID 46719 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=O)[CH3:2].[CH:10]([N:13]1[C:17]2[C:18]([NH2:26])=[CH:19][C:20]([C:22]([F:25])([F:24])[F:23])=[CH:21][C:16]=2[N:15]=[C:14]1[CH3:27])([CH3:12])[CH3:11]>C1(C)C(C)=CC=CC=1>[CH3:2][C:1](=[N:26][C:18]1[C:17]2[N:13]([CH:10]([CH3:12])[CH3:11])[C:14]([CH3:27])=[N:15][C:16]=2[CH:21]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:19]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 7410AcetophenoneHCID 20385375HCID 20385375, compound

Product 1

HCID 203853677-(alpha-Methylbenzylidenamino)-1-isopropyl-2-methyl-5-trifluoromethylbenzimidazole

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

Acetophenone (2.8 g.) was reacted with 1-isopropyl-2-methyl-5-trifluoromethyl-7-aminobenzimidazole (4.0 g.) in 50 ml. of xylene for 21 hours according to the procedure of Example 1. After drying over sodium sulfate, the solvent was removed and the crude residue was recrystallized from benzene-cyclohexane (1:1) to give 3.38 g. of the desired product, m.p. 164°-166° C.

Workup

  1. dry with materialAfter drying over sodium sulfate
  2. customthe solvent was removed
  3. customthe crude residue was recrystallized from benzene-cyclohexane (1:1)
  4. customto give 3.38 g

Sources & evidence

ORD record
ord-717df27a37474eac959aa4498b526b38
Source dataset
uspto-grants-1979_11
Patent number
US04174959

Reaction notes

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