Hydrazine → HCID 66731506, compound

HRID 227813Notes

Reaction equation

HRID 227813 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([C:7]([C:9]2[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=2[C:11](O)=[O:12])=O)[S:5][CH:6]=1.[NH2:18][NH2:19]>C(O)C>[CH3:1][C:2]1[N:3]=[C:4]([C:7]2[C:9]3[C:10](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:11](=[O:12])[NH:19][N:18]=2)[S:5][CH:6]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 66731461HCID 66731461, compound

Product 1

HCID 66731506HCID 66731506, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A RBF set up with stirring bar and reflux condenser was charged with 2-(4-methylthiazole-2-carbonyl)benzoic acid (1.9 g, 7.7 mmol), hydrazine (1.3 mL, 226.9 mmol), and ethanol (40 mL, 0.2 M) while kept under nitrogen atmosphere. The reaction mixture was stirred under reflux overnight, then cooled to RT. The resulting precipitate was filtered off and washed with DCM to afford 4-(4-methylthiazol-2-yl)phthalazin-1(2H)-one. MS m/z=244 [M+H]+. Calc'd for C12H9N3OS: 243.2.

Workup

  1. temperaturereflux condenser
  2. stirringThe reaction mixture was stirred
  3. temperatureunder reflux overnight
  4. filtrationThe resulting precipitate was filtered off
  5. washwashed with DCM

Sources & evidence

ORD record
ord-1f334ce72c2c4353af603841d86dd355
Source dataset
uspto-grants-2009_07
Patent number
US07560551B2

Reaction notes

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