Diethyl Oxalate → Ethyl 6-chloro-(1,2,4)triazolo(4,3-b)pyridazine-3-carboxylate

HRID 397554Notes

Reaction equation

HRID 397554 reaction equation
[Cl:1][C:2]1[N:7]=[N:6][C:5]([NH:8][NH2:9])=[CH:4][CH:3]=1.[C:10](OCC)(=O)[C:11]([O:13][CH2:14][CH3:15])=[O:12]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[N:9][N:8]=2)[N:7]=1

Participants

4

Reactant 2

HCID 7268Diethyl OxalateHCID 1007873-Chloro-6-hydrazinopyridazine

Product 1

HCID 11287584Ethyl 6-chloro-(1,2,4)triazolo(4,3-b)pyridazine-3-carboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7.04 g of (6-chloro-3-pyridazinyl)hydrazine was dissolved in 70 ml of ethanol; 8.6 ml of diethyl oxalate was added, followed by stirring at room temperature for 16 hours and subsequent refluxing under heating for 1 day. After cooling, the precipitated crystal was washed with diethyl ether and dried to yield 7.32 g of the title compound.

Workup

  1. temperaturesubsequent refluxing
  2. temperatureunder heating for 1 day
  3. temperatureAfter cooling
  4. washthe precipitated crystal was washed with diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-d54dc70f3ffd444ca08020feff009f39
Source dataset
uspto-grants-2003_08
Patent number
US06610694B1

Reaction notes

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