Hydrazine → HCID 12796535, compound

HRID 911123Notes

Reaction equation

HRID 911123 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.[NH2:17][NH2:18]>CCO>[C:2]1([C:1]2[C:9]3[CH:13]=[CH:12][S:11][C:10]=3[C:14](=[O:16])[NH:17][N:18]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 3156073-Benzoyl-2-thiophenecarboxylic acid

Product 1

HCID 12796535HCID 12796535, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 3-benzoylthiophene-2-carboxylic acid (1.00 g, 4.31 mmol) and EtOH (15 mL) was added hydrazine (1.35 ml, 43.1 mmol). A water condenser was attached to the reaction flask and the mixture was heated to reflux under nitrogen for 3.5 hours. The reaction was cooled to RT, the resulting solids filtered and washed with water, and dried to yield 4-phenylthieno[2,3-d]pyridazin-7(6H)-one as a white solid. MS m/z=229 [M+1]+. Calc'd for C12H8N2OS: 228.27.

Workup

  1. customA water condenser was attached to the reaction flask
  2. temperaturethe mixture was heated
  3. temperatureto reflux under nitrogen for 3.5 hours
  4. filtrationthe resulting solids filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-ce248cfbba94428f87fec734901cc36b
Source dataset
uspto-grants-2011_09
Patent number
US08022221B2

Reaction notes

Loading…