Hydrazine hydrate (1:1) → HCID 23471600, compound

HRID 128017Notes

Reaction equation

HRID 128017 reaction equation
O=[C:2]([C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]([CH3:19])[C:14](=[O:20])[CH2:13][C:12]2([CH3:22])[CH3:21])[CH:3]([CH3:8])[CH2:4][C:5](O)=[O:6].O.[NH2:24][NH2:25]>C(O)C>[CH3:8][CH:3]1[C:2]([C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[N:15]([CH3:19])[C:14](=[O:20])[CH2:13][C:12]3([CH3:22])[CH3:21])=[N:25][NH:24][C:5](=[O:6])[CH2:4]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 23471570HCID 23471570, compound

Product 1

HCID 23471600HCID 23471600, compoundYield 76.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 20 g of 4-oxo-4-(1,4,4-trimethyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-3-methylbutanoic acid, 10 g of hydrazine hydrate and 200 ml of ethanol was heated under reflux for one hour. After cooling, the precipitated crystals were filtered off and recrystallized from ethanol to give 15.1 g of 6-(5-methyl-3-oxo-2,3,4,5-tetrahydropyridazin-6-yl)-1,4,4-trimethyl-1,2,3,4-tetrahydroquinolin-2-one, melting at 238°-241° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for one hour
  3. temperatureAfter cooling
  4. filtrationthe precipitated crystals were filtered off
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-765941c5f2fa4377bd0c84e0b54fb840
Source dataset
uspto-grants-1981_03
Patent number
US04258185

Reaction notes

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