Water → N-(n-pentanesulfonyl)-3-amino-4-nitrobenzamide
Reaction equation
[CH2:1]([S:6]([NH:9][C:10](=[O:24])[C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[C:13]([NH:20]C(=O)C)[CH:12]=1)(=[O:8])=[O:7])[CH2:2][CH2:3][CH2:4][CH3:5].O.[OH-].[Na+]>C(O)C>[CH2:1]([S:6]([NH:9][C:10](=[O:24])[C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[C:13]([NH2:20])[CH:12]=1)(=[O:7])=[O:8])[CH2:2][CH2:3][CH2:4][CH3:5]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 47.5 °C
Procedure
The above partially purified product of N-(n-pentanesulfonyl)-3-(acetylamino)-4-nitrobenzamide was mixed with 300 ml of water and 500 ml of ethanol. Two-hundred grams of a 10%-sodium hydroxide aqueous solution were added thereto, and the mixture was stirred at 45 to 50° C. for 6 hours. The solvent (approx. 300 ml) was evaporated under reduced pressure. The resulting residue was neutralized with 10% hydrochloric acid aqueous solution and adjusted to pH 2 with diluted hydrochloric acid. The precipitated crystals were collected by filtration and dried to give 85.0 g of yellow crystals of N-(n-pentanesulfonyl)-3-amino-4-nitrobenzamide.
Workup
- customThe solvent (approx. 300 ml) was evaporated under reduced pressure
- filtrationThe precipitated crystals were collected by filtration
- customdried
Sources & evidence
- ORD record
- ord-a720b1cead6a4e5ebdec248b4897d014
- Source dataset
- uspto-grants-2001_06
- Patent number
- US06242474B1
Reaction notes
Loading…