Tert-Butylamine → 3-(tert-butylsulfamoyl)-4-chlorobenzoic acid
Reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[Cl:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[CH:9][C:8]=1[S:16](Cl)(=[O:18])=[O:17]>C(O)C>[C:1]([NH:5][S:16]([C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][C:7]=1[Cl:6])[C:11]([OH:13])=[O:12])(=[O:17])=[O:18])([CH3:4])([CH3:3])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 30 °C
Procedure
To a mixture of 36.5 g (0.5 mol) of tert.-butylamine and 250 ml of ethanol were added 25.5 g (0.1 mol) of 4-chloro-3-chlorosulfonylbenzoic acid in small portions while stirring and cooling, the reaction temperature being maintained at about 30° C. After a dwelling time over night at room temperature, the solvent was distilled off, the residue was dissolved in about 200 ml of water, the pH was adjusted to 1 with concentrated HCl and the crystals were filtered off. Melting point: 250° C.
Workup
- temperaturecooling
- waitAfter a dwelling time over night at room temperature
- distillationthe solvent was distilled off
- dissolutionthe residue was dissolved in about 200 ml of water
- filtrationthe crystals were filtered off
Sources & evidence
- ORD record
- ord-780e37b9381c41d286a8c680ef7a74f8
- Source dataset
- uspto-grants-1978_11
- Patent number
- US04125614
Reaction notes
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