Chloroacetaldehyde → Imidazo(1,2-b)pyridazine-6-carboxylic acid

HRID 876817Notes

Reaction equation

HRID 876817 reaction equation
[NH2:1][C:2]1[N:7]=[N:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1.Cl[CH2:12][CH:13]=O>C(O)C>[N:1]1[CH:12]=[CH:13][N:7]2[C:2]=1[CH:3]=[CH:4][C:5]([C:8]([OH:10])=[O:9])=[N:6]2

Participants

4

Reactant 2

HCID 33ChloroacetaldehydeHCID 122004796-Aminopyridazine-3-carboxylic acid

Product 1

HCID 10536007Imidazo(1,2-b)pyridazine-6-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of 6-aminopyridazine-3-carboxylic acid (1-1) (1.39 g, 10 mmol) in ethanol in a sealed flask was added 2-chloroacetaldehyde (4 mL, 40% aqueous). The reaction mixture was stirred at room temperature for 5 min, then heated at 100° C. overnight. After cooled to room temperature, the mixture was concentrated to afford the title compound (1.63 g). MS (m/z): 164 (M+1)+

Workup

  1. temperatureheated at 100° C. overnight
  2. temperatureAfter cooled to room temperature
  3. concentrationthe mixture was concentrated

Sources & evidence

ORD record
ord-8bcf8f3ff5e3442fbc41b005fbb93796
Source dataset
uspto-grants-2015_03
Patent number
US08987269B2

Reaction notes

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