Acetylacetone → HCID 20232074, compound

HRID 2290377Notes

Reaction equation

HRID 2290377 reaction equation
[C:1]([CH2:4][C:5](=O)[CH3:6])(=O)[CH3:2].[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:20]=[N:19][C:18]([NH:21][NH2:22])=[N:17][C:16]=2[CH3:23])=[CH:11][CH:10]=1>CO.C(O)(=O)C>[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[N:20]=[N:19][C:18]([N:21]3[C:5]([CH3:6])=[CH:4][C:1]([CH3:2])=[N:22]3)=[N:17][C:16]=2[CH3:23])=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 31261AcetylacetoneHCID 20232011HCID 20232011, compound

Product 1

HCID 20232074HCID 20232074, compoundYield 85.1%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 887MethanolSolvent2×

Procedure

A solution of acetylacetone (2.415 g) in methanol (10 ml) was added to a mixture of 6-(4-chlorophenyl)-3-hydrazino-5-methyl-1,2,4-triazine (4.946 g) and acetic acid (3 drops) in methanol (20 ml), and the solution was refluxed for 2 hours with stirring and allowed to stand at room temperature. The resultant crystals were collected by filtration, washed with cold methanol, and dried to give 6-(4-chlorophenyl)-3-(3,5-dimethylpyrazol-1-yl)-5-methyl-1,2,4-triazine (5.354 g), m.p. 151° to 152.5° C.

Workup

  1. temperaturethe solution was refluxed for 2 hours
  2. customto stand at room temperature
  3. filtrationThe resultant crystals were collected by filtration
  4. washwashed with cold methanol
  5. customdried

Sources & evidence

ORD record
ord-cece2f10080e431cacf62ea7383fe2dc
Source dataset
uspto-grants-1986_10
Patent number
US04616014

Reaction notes

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