Hydrazine hydrate (1:1) → 1(2H)-Phthalazinone, 4-(trifluoromethyl)-

HRID 469528Notes

Reaction equation

HRID 469528 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]([C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7](O)=[O:8])=O.O.[NH2:17][NH2:18]>CCO>[F:1][C:2]([F:15])([F:14])[C:3]1[C:5]2[C:6](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:7](=[O:8])[NH:18][N:17]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 247268232'-Carboxy-2,2,2,-trifluoroacetophenone

Product 1

HCID 671613471(2H)-Phthalazinone, 4-(trifluoromethyl)-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-(2,2,2-trifluoroacetyl)benzoic acid (0.554 g, 2.54 mmol) and hydrazine hydrate (0.44 mL, 7.8 mmol) in EtOH (7.5 mL) was stirred at 80° C. overnight, concentrated, azeotroped with toluene, and dried in vacuo to give the crude title compound as a tan solid, which was used without purification). 1H NMR (300 MHz, DMSO-d6) δ 8.36 (dd, 1H), 7.91-8.10 (m, 3H).

Workup

  1. concentrationconcentrated
  2. customazeotroped with toluene
  3. customdried in vacuo

Sources & evidence

ORD record
ord-f94defd16c15485188e0dce88534e640
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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