Hydrazine → HCID 66731506, compound

HRID 911177Notes

Reaction equation

HRID 911177 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-8205e3f952e04ae9a68a1d403f1999d6
Source dataset
uspto-grants-2011_09
Patent number
US08022221B2

Reaction notes

Loading…