Phenylhydrazine → HCID 19700817, compound

HRID 861959Notes

Reaction equation

HRID 861959 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[C:5]([C:7]1[C:12]([C:13]([O:15]C)=O)=[CH:11][CH:10]=[CH:9][N:8]=1)=O.[C:20]1([NH:26][NH2:27])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(O)C>[C:20]1([N:26]2[C:13](=[O:15])[C:12]3[CH:11]=[CH:10][CH:9]=[N:8][C:7]=3[C:5]([C:4]3[CH:17]=[CH:18][CH:19]=[C:2]([Cl:1])[CH:3]=3)=[N:27]2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 7516PhenylhydrazineHCID 19700909HCID 19700909, compound

Product 1

HCID 19700817HCID 19700817, compoundYield 71.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-(3-chlorobenzoyl)-3-methoxycarbonylpyridine (0.30 g, 1.09 mmoles), phenylhydrazine (0.27 ml, 2.72 mmoles) in ethanol (18 ml) was stirred at 100° C. for 72 hours. The solution was cooled and the solvent was removed. The residue was triturated with methanol to give a white solid, which was collected and air dried, yielding 0.26 g of 6-phenyl-8-(3-chlorophenyl)pyrido[2,3-d]pyridazin-5-one (71.5%), mp 144°-145° C.

Workup

  1. temperatureThe solution was cooled
  2. customthe solvent was removed
  3. customThe residue was triturated with methanol
  4. customto give a white solid, which
  5. customwas collected
  6. customair dried

Sources & evidence

ORD record
ord-e14fc07a413c44329a92acbf5b2d1e37
Source dataset
uspto-grants-1998_02
Patent number
US05716954

Reaction notes

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