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

HRID 1524441Notes

Reaction equation

HRID 1524441 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-0f128cd326914d29a22d6dec6ae544ab
Source dataset
uspto-grants-2015_07
Patent number
US09079906B2

Reaction notes

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