Sodium Thiosulfate → 6-Chloro-3-iodo-2-methylimidazo[1,2-b]pyridazine

HRID 1035787Notes

Reaction equation

HRID 1035787 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([CH3:11])[N:10]=2)[N:7]=1.[I:12]Cl.S([O-])([O-])(=O)=S.[Na+].[Na+].C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl.CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([I:12])=[C:9]([CH3:11])[N:10]=2)[N:7]=1

Participants

7

Reactant 4

HCID 24477Sodium ThiosulfateHCID 24640Iodine chlorideHCID 516892Sodium BicarbonateHCID 104420726-Chloro-2-methylimidazo(1,2-b)pyridazine

Product 1

HCID 469416436-Chloro-3-iodo-2-methylimidazo[1,2-b]pyridazine

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Conditions

Temperature
0 °C

Procedure

Added to a solution of 7.00 g (41.8 mmol) of 6-chloro-2-methylimidazo[1,2-b]pyridazine (CAS 14793-00-1) in 300 ml of chloroform, cooled to 0° C., are 10.2 g (62.7 mmol) of iodine monochloride in solution in 20 ml of methanol. The reaction is then left at ambient temperature for 16 hours then poured over a mixture of a 5% sodium thiosulphate solution and of sodium hydrogen carbonate. The product is extracted with dichloromethane, the organic phase is dried over sodium sulphate and the solvent is evaporated under reduced pressure.

Workup

  1. extractionThe product is extracted with dichloromethane
  2. dry with materialthe organic phase is dried over sodium sulphate
  3. customthe solvent is evaporated under reduced pressure

Sources & evidence

ORD record
ord-d38463d02be74aa096fb4a87914febf3
Source dataset
uspto-grants-2013_10
Patent number
US08546395B2

Reaction notes

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