Hydrazine hydrate (1:1) → HCID 14098685, compound

HRID 1905375Notes

Reaction equation

HRID 1905375 reaction equation
O=[C:2]1[C:7]2[CH:8]=[C:9]([CH3:12])[CH:10]=[CH:11][C:6]=2[S:5][CH2:4][CH:3]1[CH2:13][C:14]([OH:16])=O.O.[NH2:18][NH2:19]>C(O)C>[CH3:12][C:9]1[CH:10]=[CH:11][C:6]2[S:5][CH2:4][CH:3]3[C:2](=[N:18][NH:19][C:14](=[O:16])[CH2:13]3)[C:7]=2[CH:8]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 15631310HCID 15631310, compound

Product 1

HCID 14098685HCID 14098685, compoundYield 50.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2 g of α-(2,3-dihydro-4-oxo-6-methyl-4H-1-benzothiopyran-3-yl)acetic acid and 0.8 g of 100% hydrazine hydrate in 50 ml of ethanol is refluxed under heating for 8 hours. After about half the volume of ethanol is distilled off under reduced pressure and the residue is allowed to cool, the precipitated crystals are collected by filtration and recrystallized from acetic acid to give 1 g of 9-methyl- 2,3,4,4a-tetrahydro-5H-(1)benzothiopyrano[4,3-c]pyridazin 3-one, melting at 217°-219° C., as colorless prisms.

Workup

  1. temperatureis refluxed
  2. temperatureunder heating for 8 hours
  3. distillationAfter about half the volume of ethanol is distilled off under reduced pressure
  4. temperatureto cool
  5. filtrationthe precipitated crystals are collected by filtration
  6. customrecrystallized from acetic acid

Sources & evidence

ORD record
ord-551050d095dd4d87a37b3fe0066e1ffd
Source dataset
uspto-grants-1989_06
Patent number
US04843075

Reaction notes

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