N-Iodosuccinimide → 6-Chloro-3-iodoimidazo[1,2-b]pyridazine

HRID 2353049Notes

Reaction equation

HRID 2353049 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[N:7]=1.[I:11]N1C(=O)CCC1=O>C(#N)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([I:11])=[CH:9][N:10]=2)[N:7]=1

Participants

4

Reactant 2

HCID 120273N-Iodosuccinimide2×HCID 138828Imidazo(1,2-b)pyridazine, 6-chloro-

Product 1

HCID 532498976-Chloro-3-iodoimidazo[1,2-b]pyridazineYield 69.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

14 g of 6-chloroimidazo[1,2-b]pyridazine (Example 1.0) were suspended in 364 ml of acetonitrile, and 20.51 g of N-iodosuccinimide were added. The mixture was stirred at RT for 19 hours. A further 4.31 g of N-iodosuccinimide were added, and the mixture was stirred for 24 hours. The reaction was cooled and the precipitated solid was filtered off with suction, washed with acetonitrile and dried. 17.67 g of the desired product are obtained.

Workup

  1. stirringthe mixture was stirred for 24 hours
  2. temperatureThe reaction was cooled
  3. filtrationthe precipitated solid was filtered off with suction
  4. washwashed with acetonitrile
  5. customdried

Sources & evidence

ORD record
ord-64e5ad2189f343bab1c797771545ad9a
Source dataset
uspto-grants-2010_07
Patent number
US07750000B2

Reaction notes

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