Hydrazine → HCID 70595484, compound

HRID 2058179Notes

Reaction equation

HRID 2058179 reaction equation
C([O:3][C:4]([C:6]1[C:7](=[O:20])[N:8]([CH2:18][CH3:19])[C:9]2[C:14]([C:15]=1[OH:16])=[CH:13][CH:12]=[C:11]([CH3:17])[N:10]=2)=O)C.[NH2:21][NH2:22]>C(O)C>[CH2:18]([N:8]1[C:9]2[C:14](=[CH:13][CH:12]=[C:11]([CH3:17])[N:10]=2)[C:15]([OH:16])=[C:6]([C:4]([NH:21][NH2:22])=[O:3])[C:7]1=[O:20])[CH3:19]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 54737589HCID 54737589, compound

Product 1

HCID 70595484HCID 70595484, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 1.38 g. (0.005 mole) of 1-ethyl-1,2-dihydro-4-hydroxy-7-methyl-2-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester (prepared as in Example 1) and 0.32 g. (0.01 mole) of hydrazine in 30 ml. of ethanol was heated under reflux for 1 hour. The mixture was filtered and the filter cake was triturated with 100 ml. of 20% aqueous acetic acid. The insoluble material was collected, air dried and was recrystallized from ethanol to give 0.7 g. of the title compound, m.p. 211°-13° C.

Workup

  1. additionA stirred mixture of 1.38 g
  2. temperatureunder reflux for 1 hour
  3. filtrationThe mixture was filtered
  4. customthe filter cake was triturated with 100 ml
  5. customThe insoluble material was collected
  6. customair dried
  7. customwas recrystallized from ethanol
  8. customto give 0.7 g

Sources & evidence

ORD record
ord-73263097f7ff40c092bdc77129110442
Source dataset
uspto-grants-1980_07
Patent number
US04215123

Reaction notes

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