Hydrochloric Acid → 4-(2-Amino-ethyl)-N-(5-isopropyl-[1,3,4]thiadiazol-2-yl)-benzenesulfonamide hydrochloride
Reaction equation
[CH:1]([C:4]1[S:8][C:7]([NH:9][S:10]([C:13]2[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][NH:21]C(=O)C)=[CH:15][CH:14]=2)(=[O:12])=[O:11])=[N:6][N:5]=1)([CH3:3])[CH3:2].[ClH:25]>>[ClH:25].[NH2:21][CH2:20][CH2:19][C:16]1[CH:17]=[CH:18][C:13]([S:10]([NH:9][C:7]2[S:8][C:4]([CH:1]([CH3:3])[CH3:2])=[N:5][N:6]=2)(=[O:12])=[O:11])=[CH:14][CH:15]=1Participants
3
Procedure
16.8 g N-{2-[4-(5-Isopropyl-[1,3,4]thiadiazol-2-ylsulfamoyl)-phenyl]-ethyl}-acetamide was suspended in 120 ml one molar hydrochloric acid and heated under reflux for six hours. The cooled reaction mixture was evaporated in vacuo. The resulting residue was dissolved in 300 ml ethanol and dried over MgSO4. The ethanol was removed in vacuo to obtain 21.0 g 4-(2-Amino-ethyl)-N-(5-isopropyl-[1,3,4]thiadiazol-2-yl)-benzenesulfonamide hydrochloride as an amorphous solid, impurified with salts. This material was used without further purification.
Workup
- temperatureheated
- temperatureunder reflux for six hours
- customThe cooled reaction mixture
- customwas evaporated in vacuo
- dissolutionThe resulting residue was dissolved in 300 ml ethanol
- dry with materialdried over MgSO4
- customThe ethanol was removed in vacuo
Sources & evidence
- ORD record
- ord-932bab4d7bbe46eca2a14be56c152073
- Source dataset
- uspto-grants-2010_12
- Patent number
- US07858647B2
Reaction notes
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