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

HRID 462713Notes

Reaction equation

HRID 462713 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

E-3. 1,2-dihydro-5-methyl-2-oxo-1,6-naphthyridine-3-carboxylic acid hydrazide--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-ef5c2f17e5684fc9ab379bfb240ab66b
Source dataset
uspto-grants-1985_05
Patent number
US04517190

Reaction notes

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