Hydrochloric Acid → Ethyl 6-(methylamino)-3-pyridazinecarboxylate

HRID 488461Notes

Reaction equation

HRID 488461 reaction equation
[CH3:1][NH:2][C:3]1[N:4]=[N:5][C:6]([C:9]([OH:11])=[O:10])=[CH:7][CH:8]=1.Cl.[CH2:13](O)[CH3:14]>>[CH3:1][NH:2][C:3]1[N:4]=[N:5][C:6]([C:9]([O:11][CH2:13][CH3:14])=[O:10])=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 222714356-(Methylamino)pyridazine-3-carboxylic acid

Product 1

HCID 22271465Ethyl 6-(methylamino)-3-pyridazinecarboxylate

Procedure

A solution of 3-methylaminopyridazine-6-carboxylic acid (0.58 g) in ethanol (50 ml) was saturated with HCl gas, refluxed 48 hours and evaporated. The residue was partitioned between EtOAc and aqueous NaHCO3, separated and the aqueous re-extracted with EtOAc. The organic was dried and evaporated to give title compound (0.61 g). MS(+ve ion chemical ionisation) m/z 182 (MH+, 100%).

Workup

  1. temperaturerefluxed 48 hours
  2. customevaporated
  3. customThe residue was partitioned between EtOAc and aqueous NaHCO3
  4. customseparated
  5. extractionthe aqueous re-extracted with EtOAc
  6. customThe organic was dried
  7. customevaporated

Sources & evidence

ORD record
ord-a04624f73001438ab890b608c3aae5d7
Source dataset
uspto-grants-2005_12
Patent number
US06972297B2

Reaction notes

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