Water → 1,2-Dihydro-5-methyl-2-oxo-1,6-naphthyridine-3-carboxylic acid hydrazide

HRID 1649165Notes

Reaction equation

HRID 1649165 reaction equation
[CH3:1][C:2]1[N:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[C:5]([C:13]([NH2:15])=[O:14])[C:6](=[O:12])[NH:7]2.O.[NH2:17]N.O>C(O)(=O)C>[CH3:1][C:2]1[N:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[C:5]([C:13]([NH:15][NH2:17])=[O:14])[C:6](=[O:12])[NH:7]2

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 132320465-Methyl-2-oxo-1,2-dihydro-1,6-naphthyridine-3-carboxamide

Product 1

HCID 132320471,2-Dihydro-5-methyl-2-oxo-1,6-naphthyridine-3-carboxylic acid hydrazide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture containing 34 g of 1,2-dihydro-5-methyl-2-oxo-1,6-naphthyridine-3-carboxamide and 150 ml of hydrazine hydrate was heated on a steam bath for 18 hours and then stripped to dryness on a steam bath. To the residue was added 100 ml of water and the aqueous mixture was neutralized by adding acetic acid. The fine yellow needles were collected, washed successively with water and methanol, and then dried at 90° C. to produce 32.6 g of 1,2-dihydro-5-methyl-2-oxo-1,6-naphthyridine-3-carboxylic acid hydrazide, m.p. >310° C.

Workup

  1. temperaturewas heated on a steam bath for 18 hours
  2. customstripped to dryness on a steam bath
  3. customThe fine yellow needles were collected
  4. washwashed successively with water and methanol
  5. customdried at 90° C.

Sources & evidence

ORD record
ord-b4a1d0c24a9b421485dfbac3d3c83c68
Source dataset
uspto-grants-1983_11
Patent number
US04415580

Reaction notes

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