Acetic Acid → HCID 22024525, compound

HRID 501022Notes

Reaction equation

HRID 501022 reaction equation
C(O)(=O)C.O.[NH2:6][NH2:7].[CH3:8][C:9]1[CH:14]=[C:13]([CH3:15])[CH:12]=[CH:11][C:10]=1[CH:16]([C:21]#[N:22])[CH2:17][C:18](=O)[CH3:19]>C(O)C>[CH3:8][C:9]1[CH:14]=[C:13]([CH3:15])[CH:12]=[CH:11][C:10]=1[C:16]1[CH:17]=[C:18]([CH3:19])[N:7]=[N:6][C:21]=1[NH2:22]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 24654Hydrazine hydrate (1:1)HCID 22024319HCID 22024319, compound

Product 1

HCID 22024525HCID 22024525, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Acetic acid (5 mL) and hydrazine monohydrate (2.52 g, 0.05 mol) were added to a solution of 1-(2,4-dimethylphenyl)-3-oxobutyl cyanide (10.13 g, 0.05 mol) in ethanol (100 mL), and the mixture was heated under reflux for 8 hours. The reaction mixture was evaporated as it was. Water was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with an aqueous saturated sodium bicarbonate solution and brine, dried over anhydrous magnesium sulfate and evaporated, to give 4-(2,4-dimethylphenyl)-6-methyl-3-pyridazinamine as a crude product.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 8 hours
  3. customThe reaction mixture was evaporated as it
  4. additionWater was added
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe organic layer was washed with an aqueous saturated sodium bicarbonate solution and brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customevaporated

Sources & evidence

ORD record
ord-ca279237077a4902aef93e04495c27f9
Source dataset
uspto-grants-2010_08
Patent number
US07772249B2

Reaction notes

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