Acetic Acid → HCID 15491017, compound

HRID 392781Notes

Reaction equation

HRID 392781 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([C:14]3[CH:19]=[CH:18][C:17]([S:20]([CH3:23])(=[O:22])=[O:21])=[CH:16][CH:15]=3)=[N:12][C:11]([C:24]([F:27])([F:26])[F:25])=[N:10]2)=[CH:5][CH:4]=1.Br.C(O)(=O)C>O>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]2[C:13]([C:14]3[CH:15]=[CH:16][C:17]([S:20]([CH3:23])(=[O:21])=[O:22])=[CH:18][CH:19]=3)=[N:12][C:11]([C:24]([F:25])([F:26])[F:27])=[N:10]2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 176Acetic Acid2×HCID 260Hydrogen Bromide2×HCID 10200811HCID 10200811, compound

Product 1

HCID 15491017HCID 15491017, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 1-(4-methoxy-phenyl)-5-(4-methylsulfonyl-phenyl)-3-trifluoromethyl-1H-1,2,4-triazole (10 g, 25.2 mmol), 48% aqueous HBr (70 ml) and acetic acid (70 ml) was heated at 120° C. for 55 h. Then HBr 48% (20 ml) and AcOH (20 ml) were added and the mixture was heated again at 120° C. for 2 h. After cooling the solution was poured into water (2 l), the precipitate was filtered, washed several times with water and dried. Recrystallization from ethanol yielded a white solid (7.5 g, 78%).

Workup

  1. temperaturethe mixture was heated again at 120° C. for 2 h
  2. temperatureAfter cooling the solution
  3. filtrationthe precipitate was filtered
  4. washwashed several times with water
  5. customdried
  6. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-d78b321ca33d43d6afea6de81226d2d5
Source dataset
uspto-grants-2004_10
Patent number
US06803380B1

Reaction notes

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