Methylhydrazine → 6,7-Dihydro-6-methyl-7-oxo-4-phenylthieno[2,3-d]pyridazine

HRID 1769115Notes

Reaction equation

HRID 1769115 reaction equation
[C:1]([C:9]1[CH:13]=[CH:12][S:11][C:10]=1[C:14]([OH:16])=O)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:17][NH:18][NH2:19]>C(O)C>[CH3:17][N:18]1[C:14](=[O:16])[C:10]2[S:11][CH:12]=[CH:13][C:9]=2[C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[N:19]1

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 3156073-Benzoyl-2-thiophenecarboxylic acid

Product 1

HCID 199570376,7-Dihydro-6-methyl-7-oxo-4-phenylthieno[2,3-d]pyridazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 31.2 g (0.134 mol) of 3-benzoyl-2-thiophenecarboxylic acid in 400 mL of ethanol was treated with 9.3 (0.2 mol) of methylhydrazine at room temperature for 18 hours, refluxed 3 hours, cooled and 30.7 g of the product filtered off, mp 174-175.

Workup

  1. temperaturerefluxed 3 hours
  2. temperaturecooled
  3. filtration30.7 g of the product filtered off

Sources & evidence

ORD record
ord-d3d95ea34d1840d7859ce02d6e194aea
Source dataset
uspto-grants-1995_01
Patent number
US05380721

Reaction notes

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