Chloroacetaldehyde → HCID 86611713, compound

HRID 2239823Notes

Reaction equation

HRID 2239823 reaction equation
[Cl:1][CH2:2][CH:3]=O.[Br:5][C:6]1[C:11]([CH3:12])=[C:10]([Cl:13])[N:9]=[N:8][C:7]=1[NH2:14]>CCO>[ClH:1].[Br:5][C:6]1[C:7]2[N:8]([CH:2]=[CH:3][N:14]=2)[N:9]=[C:10]([Cl:13])[C:11]=1[CH3:12]

Participants

4

Reactant 2

HCID 33ChloroacetaldehydeHCID 596243314-Bromo-6-chloro-5-methylpyridazin-3-amine

Product 1

HCID 86611713HCID 86611713, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
110 °C

Procedure

Chloroacetaldehyde (1.6 ml, 10 mmol, 50% in H2O) was added to a solution of crude 4-bromo-6-chloro-5-methylpyridazin-3-amine (0.5 g, 2 mmol) from 1b in EtOH (5 mL). The mixture was heated in a sealed vial at 110° C. for 2 h. Solvent was removed in vacuo and the resulting solid was suspended in acetone/Et2O (1/1, 5 mL), filtered, and then washed with Et2O to give 8-bromo-6-chloro-7-methylimidazo[1,2-b]pyridazine HCl salt (0.5 g, >90% pure).

Workup

  1. customSolvent was removed in vacuo
  2. filtrationfiltered
  3. washwashed with Et2O

Sources & evidence

ORD record
ord-a992115143d74a6aae712d2ca0ba2785
Source dataset
uspto-grants-2010_05
Patent number
US07723336B2

Reaction notes

Loading…