Water → 6-Ethoxy-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

HRID 217669Notes

Reaction equation

HRID 217669 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([NH2:11])=[N:9][N:10]=2)[N:7]=1.[O-:12][CH2:13][CH3:14].[Na+].O>C(O)C>[CH2:13]([O:12][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([NH2:11])=[N:9][N:10]=2)[N:7]=1)[CH3:14]

Participants

5

Reactant 3

HCID 962WaterHCID 2723922Sodium ethoxideHCID 151078816-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-amine

Product 1

HCID 581368256-Ethoxy-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamineYield 108.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
55 °C

Procedure

6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine (W2.001a, 616 mg) was dissolved in absolute ethanol (40 ml) and admixed with portions of solid sodium ethoxide (990 mg). After stirring at 55° C. for 2 h, water was added and the aqueous phase was extracted three times with dichloromethane. The combined extracts were dried over sodium sulfate, filtered and concentrated. 709 mg of crude product of the desired compound were obtained in sufficient purity.

Workup

  1. extractionthe aqueous phase was extracted three times with dichloromethane
  2. dry with materialThe combined extracts were dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-0cdbf797aaab4e49940fae820ac94460
Source dataset
uspto-grants-2012_06
Patent number
US08198272B2

Reaction notes

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