Hydrazine hydrate (1:1) → 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbohydrazide

HRID 500550Notes

Reaction equation

C[O:2][C:3]([C:5]1[CH:10]=[CH:9][N:8]([CH3:11])[C:7](=[O:12])[CH:6]=1)=O.O.[NH2:14][NH2:15]>C(O)C.C(OCC)C>[CH3:11][N:8]1[CH:9]=[CH:10][C:5]([C:3]([NH:14][NH2:15])=[O:2])=[CH:6][C:7]1=[O:12]

Participants

Conditions

Temperature: 78 °C

Procedure

The title compound from example 30.1 (4 g, 24 mmol) was dissolved in ethanol and stirred at 78° C. Hydrazine hydrate (5.8 mL, 120 mmol) was added via a syringe and the reaction was stirred for 3 h at 78° C., at which time the starting material was no longer visible by TLC. The reaction mixture (clear solution) was then cooled to room temperature, and diluted with diethyl ether to precipitate the product which was collected by vacuum filtration to yield the title compound as a pale yellow solid (3.13 g, 78%).

Workup

stirringthe reaction was stirred for 3 h at 78° C., at which time the starting material
temperatureThe reaction mixture (clear solution) was then cooled to room temperature
customto precipitate the product which
filtrationwas collected by vacuum filtration

Sources & evidence

ORD record: ord-e1a49d0a4fd34ae4a7b28283f5fd8679
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07772235B2

Reaction notes

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