Acetic Anhydride → HCID 19858164, compound

HRID 2073242Notes

Reaction equation

HRID 2073242 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[N:12]([C:14](=O)[CH3:15])[NH2:13].[C:17](OC(=O)C)(=[O:19])[CH3:18]>C(O)(=O)C>[C:17]([NH:13][N:12]1[C:3]2[CH:4]=[CH:5][C:6]([C:8]([F:11])([F:10])[F:9])=[CH:7][C:2]=2[N:1]=[C:14]1[CH3:15])(=[O:19])[CH3:18]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 70356581HCID 70356581, compound

Product 1

HCID 19858164HCID 19858164, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

After boiling 23.3 g of 2-amino-4-trifluoromethyl-N-acetylphenylhydrazine [prepared as described in: J. Org. Chem. 42, 542 (1977)] with 120 ml of acetic acid and 20 ml of acetic anhydride for 6 hours, the orange-red solution obtained was evaporated under reduced pressure and the residue was triturated with water. The separated crystals were filtered by suction, washed with water and dried at 80° C. to yield 23.2 g (90%) of 1-acetylamino-2-methyl-5-trifluoromethylbenzimidazole, m.p.: 214°-216° C. after recrystallization from acetone.

Workup

  1. customfor 6 hours
  2. customthe orange-red solution obtained
  3. customwas evaporated under reduced pressure
  4. customthe residue was triturated with water
  5. filtrationThe separated crystals were filtered by suction
  6. washwashed with water
  7. customdried at 80° C.

Sources & evidence

ORD record
ord-96f5abea0bb1457aa1382a7c88528dca
Source dataset
uspto-grants-1990_04
Patent number
US04916149

Reaction notes

Loading…