Sodium Iodide → HCID 22174498, compound

HRID 1797306Notes

Reaction equation

HRID 1797306 reaction equation
CC1C=CC(S(O[CH2:12][CH2:13][O:14][CH2:15][C:16]2[CH:21]=[C:20]([Br:22])[CH:19]=[CH:18][C:17]=2[NH:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[CH3:38])=[O:31])=[C:26]([Cl:39])[CH:25]=2)(=O)=O)=CC=1.[Na+].[I-:41]>CC(C)=O.O>[Br:22][C:20]1[CH:19]=[CH:18][C:17]([NH:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[CH3:38])=[O:31])=[C:26]([Cl:39])[CH:25]=2)=[C:16]([CH2:15][O:14][CH2:13][CH2:12][I:41])[CH:21]=1

Participants

5

Reactant 2

HCID 5238Sodium IodideHCID 10304676HCID 10304676, compound

Product 1

HCID 22174498HCID 22174498, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

Compound 164 (1.72 g, 2.73 mmol) was dissolved in dry acetone (2.7 mL) and dry NaI (0.82 g, 5.47 mmol) was added. The suspension was stirred in a light protected flask at room temperature for 20 h after which the reaction mixture was diluted with water and the water phase was extracted three times with EtOAc. The combined organic phases were washed with brine, dried (MgSO4), filtered and evaporated in vacuo. This afforded the title compound as a yellow oil.

Workup

  1. customat room temperature
  2. customfor 20 h
  3. extractionthe water phase was extracted three times with EtOAc
  4. washThe combined organic phases were washed with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-127ff99546654f35ac1c365c87f5b933
Source dataset
uspto-grants-2006_04
Patent number
US07034015B2

Reaction notes

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