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

HRID 1711771Notes

Reaction equation

HRID 1711771 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 57.8%

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, 24.7 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 Et2O to give the title compound (5.17 g, 57.8%): LC/MS (Table 1, Method a) Rt=2.13 min; MS m/z: 363.0 (M+H)+.

Workup

  1. filtrationfiltered
  2. washwashed with Et2O

Sources & evidence

ORD record
ord-a7b05012ce064160acc77b7117d9fdb9
Source dataset
uspto-grants-2010_09
Patent number
US07790741B2

Reaction notes

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