Water → 1-(4-Chlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one

HRID 25961Notes

Reaction equation

HRID 25961 reaction equation
Cl[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)=[O:4].[NH:12]1[CH:16]=[N:15][CH:14]=[N:13]1.C(N(CC)CC)C.O>C(#N)C>[N:12]1([CH2:2][C:3]([C:5]2[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=2)=[O:4])[CH:16]=[N:15][CH:14]=[N:13]1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 92571H-1,2,4-TriazoleHCID 702982,4'-Dichloroacetophenone

Product 1

HCID 7164721-(4-Chlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2,4'-Dichloroacetophenone (0.03 mol) and 1,2,4-triazole (0.03 mol) were suspended in acetonitrile (50 ml) and cooled to -20°. Triethylamine (0.03 mol) was added dropwise with stirring. After stirring at -20° for 2 hours, the mixture was poured into water, and the product filtered off, washed with water, dried and crystallised from toluene to give pale yellow needles of 2-(1,2,4-triazol-1-yl)-4'-chloroacetophenone, m.p. 151°-3°.

Workup

  1. temperaturecooled to -20°
  2. stirringAfter stirring at -20° for 2 hours
  3. filtrationthe product filtered off
  4. washwashed with water
  5. customdried
  6. customcrystallised from toluene

Sources & evidence

ORD record
ord-6e4a31fa96d74d9b992f0fcf7abbd637
Source dataset
uspto-grants-1979_04
Patent number
US04147793

Reaction notes

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