3,6-Dichloro[1,2,4]triazolo[4,3-b]pyridazine → 3-Chloro-6-ethoxy[1,2,4]triazolo[4,3-b]pyridazine

HRID 633504Notes

Reaction equation

HRID 633504 reaction equation
[Cl:1][C:2]1[N:6]2[N:7]=[C:8](Cl)[CH:9]=[CH:10][C:5]2=[N:4][N:3]=1.[O-:12][CH2:13][CH3:14].[Na+]>C(O)C.O1CCOCC1>[Cl:1][C:2]1[N:6]2[N:7]=[C:8]([O:12][CH2:13][CH3:14])[CH:9]=[CH:10][C:5]2=[N:4][N:3]=1

Participants

5

Reactant 2

HCID 14823463,6-Dichloro[1,2,4]triazolo[4,3-b]pyridazineHCID 2723922Sodium ethoxide

Product 1

HCID 675245223-Chloro-6-ethoxy[1,2,4]triazolo[4,3-b]pyridazine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

The 3-chloro-6-ethoxy[1,2,4]triazolo[4,3-b]pyridazine was prepared according to the method described in Example 16b, but using 1 g of commercial 3,6-dichloro[1,2,4]triazolo[4,3-b]pyridazine, 1.71 g of a solution at 21% of sodium ethoxide in ethanol and 30 cm3 of dioxane, after reaction at reflux for 5.5 h. 874 mg of 3-chloro-6-ethoxy[1,2,4]triazolo[4,3-b]pyridazine are thus obtained in the form of a whitish powder, the characteristics are as follows:

Workup

  1. customThe 3-chloro-6-ethoxy[1,2,4]triazolo[4,3-b]pyridazine was prepared
  2. customafter reaction
  3. temperatureat reflux for 5.5 h

Sources & evidence

ORD record
ord-f6a03f1af259489c9469e54f6e0242d8
Source dataset
uspto-grants-2016_04
Patent number
US09321777B2

Reaction notes

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