Methylamine → N-(3-fluoro-4-methylsulfamoylphenyl)acetamide

HRID 57228Notes

Reaction equation

HRID 57228 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11](Cl)(=[O:13])=[O:12])=[C:7]([F:15])[CH:6]=1)(=[O:3])[CH3:2].[CH3:16][NH2:17]>ClCCl.C1COCC1>[F:15][C:7]1[CH:6]=[C:5]([NH:4][C:1](=[O:3])[CH3:2])[CH:10]=[CH:9][C:8]=1[S:11](=[O:13])(=[O:12])[NH:17][CH3:16]

Participants

5

Reactant 2

HCID 6329MethylamineHCID 167710844-Acetamido-2-fluorobenzene-1-sulfonyl chloride

Product 1

HCID 34029456N-(3-fluoro-4-methylsulfamoylphenyl)acetamideYield 79%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

The above prepared 4-acetylamino-2-fluorobenzenesulfonyl chloride (2 g, 7.9 mmol) was dissolved in dichloromethane and methylamine (9.9 mL of a 2M solution in THF, 19.9 mmol) was added. The reaction was stirred at room temperature for 2 hrs. The solvent was then evaporated under reduced pressure and the resulting solid was suspended in 50 mL of water. The solid was isolated by filtration and dried to yield 1.55 g (79%) of N-(3-fluoro-4-methylsulfamoylphenyl)acetamide which was used in the subsequent step without further purification.

Workup

  1. customThe solvent was then evaporated under reduced pressure
  2. customThe solid was isolated by filtration
  3. customdried

Sources & evidence

ORD record
ord-af86d6a04cbc428f9bd3fc1e65e26553
Source dataset
uspto-grants-2016_09
Patent number
US09434720B2

Reaction notes

Loading…