Formic Acid → 1,2,4-Triazolo(4,3-b)pyridazine, 8-methyl-6-(4-morpholinyl)-

HRID 2163660Notes

Reaction equation

HRID 2163660 reaction equation
[NH:1]([C:3]1[N:4]=[N:5][C:6]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[CH:7][C:8]=1[CH3:9])[NH2:2].[CH:16](O)=O>>[CH3:9][C:8]1[C:3]2[N:4]([CH:16]=[N:2][N:1]=2)[N:5]=[C:6]([N:10]2[CH2:11][CH2:12][O:13][CH2:14][CH2:15]2)[CH:7]=1

Participants

3

Reactant 2

HCID 284Formic AcidHCID 2161094-(6-Hydrazinyl-5-methyl-3-pyridazinyl)morpholine

Product 1

HCID 30439401,2,4-Triazolo(4,3-b)pyridazine, 8-methyl-6-(4-morpholinyl)-

Procedure

20 Grams of 3-hydrazino-4-methyl-6morpholinopyridazine are dispersed in 200 milliliters of 99 percent aqueous formic acid. The mixture is heated at the boiling temperature under reflux and then concentrated until an oily residue remains in the reaction vessel. The residue is taken up in aqueous sodium carbonate solution, and the aqueous mixture is extracted with chloroform. The chloroform extract is dried with anhydrous sodium sulfate, then evaporated under reduced pressure to obtain the 8-methyl-6-morpholino-s-triazolo[4,3-b]pyridazine product as the free base. The product is recrystallized twice from isopropanol and found to melt at 177°-178° C.

Workup

  1. temperatureThe mixture is heated at the boiling temperature
  2. temperatureunder reflux
  3. concentrationconcentrated until an oily residue
  4. extractionthe aqueous mixture is extracted with chloroform
  5. extractionThe chloroform extract
  6. dry with materialis dried with anhydrous sodium sulfate
  7. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-6ef2cad846db40e496f93ecdc079dd81
Source dataset
uspto-grants-1979_01
Patent number
US04136182

Reaction notes

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