Hydrochloric Acid → 2-(Acetoxymethyl)benzenesulfonamide
Reaction equation
Cl[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([NH2:12])(=[O:11])=[O:10].[C:13]([O-:16])(=[O:15])[CH3:14].[K+].Cl>O>[C:13]([O:16][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([NH2:12])(=[O:11])=[O:10])(=[O:15])[CH3:14]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2-(chloromethyl)benzenesulfonamide (2.00 g), potassium acetate (6.0 g) and water (75 ml) was heated to reflux for 1.5 hour. The pH was adjusted to ca. 5.0 by addition of hydrochloric acid and the chilled mixture was filtered to give 1.05 of of shiny white solid, m.p. 131°-133°. 'H NMR δ(CD3)2CO 8.00-7.83 (M), 7.60-7.25 (M), 6.55 (brd s), 5.47 (s), 2.97 (brd s), 2.10 (s), consistent with the assigned structure.
Workup
- temperaturewas heated
- temperatureto reflux for 1.5 hour
- filtrationthe chilled mixture was filtered
- customto give 1.05 of of shiny white solid, m.p. 131°-133°
Sources & evidence
- ORD record
- ord-439f86cf23e941daa85e51b148807256
- Source dataset
- uspto-grants-1982_06
- Patent number
- US04332611
Reaction notes
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