Methyl iodide → HCID 11696681, compound

HRID 502991Notes

Reaction equation

HRID 502991 reaction equation
[H-].[Na+].[CH3:3][C:4]([NH:19][S:20]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)(=[O:22])=[O:21])([C:6]1[N:10]([CH3:11])[C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])=[N:8][N:7]=1)[CH3:5].[CH3:29]I>CN(C=O)C.O>[CH3:29][N:19]([C:4]([CH3:3])([C:6]1[N:10]([CH3:11])[C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])=[N:8][N:7]=1)[CH3:5])[S:20]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)(=[O:22])=[O:21]

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 68467382HCID 68467382, compound

Product 1

HCID 11696681HCID 11696681, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Sodium hydride (55% oily, 13 mg) was suspended in DMF (2 ml) and then N-{1-methyl-1-[4-methyl-5-(2-methylphenyl)-1,2,4-triazol-3-yl]ethyl}benzensulfonamide (100 mg) and methyl iodide (0.017 ml) were added thereto under ice cooling, followed by stirring at room temperature for 7 hours. The reaction solution was diluted with water (30 ml) and then extracted with chloroform (15 ml×2). The organic layer was dried over anhydrous sodium sulfate and filtered and then the solvent was removed by evaporation under reduced pressure. The resulting solid washed with diethyl ether to obtain 81 mg of N-methyl-N-{1-methyl-1-[4-methyl-5-(2-methylphenyl)-1,2,4-triazol-3-yl]ethyl}benzensulfonamide (white solid).

Workup

  1. extractionextracted with chloroform (15 ml×2)
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. customthe solvent was removed by evaporation under reduced pressure
  5. washThe resulting solid washed with diethyl ether

Sources & evidence

ORD record
ord-cd23b19ba51d49079a18a27fe3f87fa5
Source dataset
uspto-grants-2010_08
Patent number
US07776897B2

Reaction notes

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