Triethylamine → N-tert.-butyl-2-dimethylaminocarbonyl-5-propionylamino-benzenesulfonamide
Reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:16]([N:18]([CH3:20])[CH3:19])=[O:17])=[C:6]([S:8]([NH:11][C:12]([CH3:15])([CH3:14])[CH3:13])(=[O:10])=[O:9])[CH:7]=1.[C:21](Cl)(=[O:24])[CH2:22][CH3:23].C(N(CC)CC)C>CN(C=O)C.C(OCC)(=O)C>[C:12]([NH:11][S:8]([C:6]1[CH:7]=[C:2]([NH:1][C:21](=[O:24])[CH2:22][CH3:23])[CH:3]=[CH:4][C:5]=1[C:16]([N:18]([CH3:20])[CH3:19])=[O:17])(=[O:9])=[O:10])([CH3:15])([CH3:14])[CH3:13]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 5 °C
Procedure
0.85 g of 5-amino-N-tert.-butyl-2-dimethylaminocarbonyl-benzenesulfonamide (Example e) is dissolved in 3.5 ml of DMF at 0° C., and 0.28 g of propionyl chloride and 0.50 ml of triethylamine are added. After the mixture has been stirred at 5° C. for 1 hour, it is taken up in ethyl acetate and washed successively with dilute hydrochloric acid and water. After the mixture has been dried over MgSO4 and the organic phase has been concentrated, 0.60 g of a highly viscous substance, which is employed in subsequent reactions without further purification (Example k), is obtained.
Workup
- washwashed successively with dilute hydrochloric acid and water
- dry with materialAfter the mixture has been dried over MgSO4
- concentrationthe organic phase has been concentrated
- custom0.60 g of a highly viscous substance, which is employed in subsequent reactions without further purification (Example k)
- customis obtained
Sources & evidence
- ORD record
- ord-f2fe4e34ef194121a07c4ce8d286d137
- Source dataset
- uspto-grants-2002_12
- Patent number
- US06498253B1
Reaction notes
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