1H-1,2,4-Triazole → HCID 53654951, compound

HRID 2287152Notes

Reaction equation

HRID 2287152 reaction equation
[CH3:1][C:2]([CH3:17])([C:4](=[O:16])[CH:5]=[CH:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=1)=[O:8])[CH3:3].[NH:18]1[CH:22]=[N:21][CH:20]=[N:19]1>C1(C)C=CC=CC=1>[N:18]1([CH:5]([CH2:6][C:7]([C:9]2[CH:10]=[CH:11][C:12]([Cl:15])=[CH:13][CH:14]=2)=[O:8])[C:4](=[O:16])[C:2]([CH3:17])([CH3:1])[CH3:3])[CH:22]=[N:21][CH:20]=[N:19]1

Participants

4

Reactant 2

HCID 92571H-1,2,4-TriazoleHCID 54045821HCID 54045821, compound

Product 1

HCID 53654951HCID 53654951, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2,2-Dimethyl-6-p-chlorophenyl-hex-4-en-3,6-dione (0.05 mol) and 1,2,4-triazole (0.05 mol) were suspended in toluene (200 ml) and refluxed for 24 hours. After cooling to room temperature, the excess triazole was filtered off and the organic layer washed with water (2×150 ml) and dried over anhydrous sodium sulphate. Removal of the solvent gave a brown solid which on recrystallisation from petrol/chloroform gave 4-(1,2,4-triazol-1-yl)-2,2-dimethyl-6-p-chlorophenyl-hexan-3,6-dione (75% yield) as colourless needles m.p. 116°-119°.

Workup

  1. temperaturerefluxed for 24 hours
  2. filtrationthe excess triazole was filtered off
  3. washthe organic layer washed with water (2×150 ml)
  4. dry with materialdried over anhydrous sodium sulphate
  5. customRemoval of the solvent
  6. customgave a brown solid which
  7. customon recrystallisation from petrol/chloroform

Sources & evidence

ORD record
ord-2b0454e3373d4e909c6933b999bc75e1
Source dataset
uspto-grants-1981_05
Patent number
US04269845

Reaction notes

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