Methyl iodide → HCID 24947242, compound

HRID 1485005Notes

Reaction equation

HRID 1485005 reaction equation
[CH:1]1([CH2:4][NH:5][S:6]([C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=3[Cl:23])=[CH:11][C:10]=2[C:24]([F:27])([F:26])[F:25])(=[O:8])=[O:7])[CH2:3][CH2:2]1.CI.[CH2:30]([N+](CCCC)(CCCC)CCCC)CCC.[OH-].[Na+]>ClCCl.O>[CH:1]1([CH2:4][N:5]([CH3:30])[S:6]([C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=3[Cl:23])=[CH:11][C:10]=2[C:24]([F:26])([F:27])[F:25])(=[O:7])=[O:8])[CH2:3][CH2:2]1

Participants

7

Reactant 4

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 16028TetrabutylammoniumHCID 24948740HCID 24948740, compound

Product 1

HCID 24947242HCID 24947242, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of N-Cyclopropylmethyl-4-(2,4-dichloro-phenylamino)-2-trifluoromethyl-benzenesulfonamide, (256 mg. 0.58 mmol), methyl iodide (92 mg, 0.65 mmol) and tetrabutylammonium hydrosulfate (38 mg, 0.11 mmol) in 15 ml dichloromethane 3 ml 25% solution of NaOH was added and mixture was stirred for 3 hours. Water was added and mixture was washed twice with 1 N HCl and brine. After drying over sodium sulfate solvent was evaporated and crude solid used in the next stage. Yield 97%.

Workup

  1. washmixture was washed twice with 1 N HCl and brine
  2. dry with materialAfter drying over sodium sulfate solvent
  3. customwas evaporated

Sources & evidence

ORD record
ord-6316abcd874a415e9c945430883c7c28
Source dataset
uspto-grants-2016_08
Patent number
US09422235B2

Reaction notes

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