N-Iodosuccinimide → 6-(2,4-Difluorophenyl)-5-iodoimidazo[2,1-b]thiazole

HRID 1930045Notes

Reaction equation

HRID 1930045 reaction equation
C1C(=O)N([I:8])C(=O)C1.[F:9][C:10]1[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=1[C:17]1[N:18]=[C:19]2[N:23]([CH:24]=1)[CH:22]=[CH:21][S:20]2>CN(C=O)C.O>[F:9][C:10]1[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=1[C:17]1[N:18]=[C:19]2[N:23]([C:24]=1[I:8])[CH:22]=[CH:21][S:20]2

Participants

5

Reactant 2

HCID 120273N-IodosuccinimideHCID 594578316-(2,4-Difluorophenyl)imidazo[2,1-b]thiazole

Product 1

HCID 594578306-(2,4-Difluorophenyl)-5-iodoimidazo[2,1-b]thiazoleYield 58%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

NIS (5.56 g, 24.7 mmol) was added to 6-(2,4-difluorophenyl)imidazo[2,1-b]thiazole (5.84 g, 24.72 mmol) in DMF (60 mL) then stirred at ambient temperature for about 30 min. The mixture was diluted with water (about 500 mL), filtered, and washed with ether to give the title compound (5.17 g, 58%): LC/MS (Table 1, Method a) Rt=2.13 min; MS m/z: 363.0 (M+H)+.

Workup

  1. filtrationfiltered
  2. washwashed with ether

Sources & evidence

ORD record
ord-78a7bb17137745c982b2243a302fe856
Source dataset
uspto-grants-2012_05
Patent number
US08188083B2

Reaction notes

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