Hydrazine hydrate (1:1) → (4-oxo-4H-pyridin-1-yl)-acetic acid hydrazide

HRID 1786242Notes

Reaction equation

HRID 1786242 reaction equation
C([O:3][C:4](=O)[CH2:5][N:6]1[CH:11]=[CH:10][C:9](=[O:12])[CH:8]=[CH:7]1)C.O.[NH2:15][NH2:16]>C(O)C>[O:12]=[C:9]1[CH:10]=[CH:11][N:6]([CH2:5][C:4]([NH:15][NH2:16])=[O:3])[CH:7]=[CH:8]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 12254000ethyl 2-(4-oxopyridin-1(4H)-yl)acetate

Product 1

HCID 63577462(4-oxo-4H-pyridin-1-yl)-acetic acid hydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

As described for example 112a, (4-oxo-4H-pyridin-1-yl)-acetic acid ethyl ester (Bambury, Ronald E.; Edwards, Michael Louis; Miller, Laird Foulis. 4-Oxo-1-pyridinylpeniclliin and -cephalosporin derivatives. Ger. Offen. (1975)) in ethanol was reacted with hydrazine hydrate (1.2 equivalents) at rt for 72 h. The mixture was concentrated and crystallized from ethanol/diisopropylether and the title compound was obtained as a yellow solid (yield: 98%). MS: m/e=168.3 [M+H]+.

Workup

  1. concentrationThe mixture was concentrated
  2. customcrystallized from ethanol/diisopropylether

Sources & evidence

ORD record
ord-31c4a896e83a45cebbddcb3318f26ca3
Source dataset
uspto-grants-2009_03
Patent number
US07507729B2

Reaction notes

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