Ammonia methanol → HCID 66877905, compound

HRID 1015758Notes

Reaction equation

HRID 1015758 reaction equation
CO.[NH3:3].[C:4]([NH:7][CH2:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=1[S:16](Cl)(=[O:18])=[O:17])(=[O:6])[CH3:5]>CO.O1CCCC1>[F:15][C:13]1[CH:12]=[CH:11][C:10]([S:16](=[O:18])(=[O:17])[NH2:3])=[C:9]([CH:14]=1)[CH2:8][NH:7][C:4](=[O:6])[CH3:5]

Participants

5

Reactant 2

HCID 21705897Ammonia methanolHCID 86650830HCID 86650830, compound

Product 1

HCID 66877905HCID 66877905, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

(Step 2) To a solution of 8N ammonia methanol solution (2 ml) in methanol (15 ml) was added dropwise a suspension of 2-[(acetylamino)methyl]-4-fluorobenzenesulfonyl chloride obtained in Step 1 (1.34 g) in tetrahydrofuran (5 ml) under ice-cooling, and the mixture was allowed to warm to room temperature, and stirred for 1 hr. The reaction mixture was quenched with water, and extracted with ethyl acetate. The extract was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to give N-(5-fluoro-2-sulfamoylbenzyl)acetamide (1.34 g) as a white solid.

Workup

  1. temperaturecooling
  2. customThe reaction mixture was quenched with water
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-d36126f59cea45248eea978b5db69215
Source dataset
uspto-grants-2011_07
Patent number
US07985862B2

Reaction notes

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