Sodium Hydroxide → HCID 178471705, compound

Participants

Reaction Steps

1N NaOH (6.43 ml) was added into a mixture of benzamidine hydrochloride (1.00 g) and acetone (25 ml) under ice-water cooling, and then a mixture of 4-(3-ethoxycarbonylpropoxy)-2,3,6-trimethylbenzenesulfonyl chloride (3.36 g) and acetone (5 ml) was added dropwise thereto over 10 minutes. The reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated by N2 flow to remove the excess of solvents, and was poured into a mixture of water and AcOEt. The separated organic phase was washed with sat. NaHCO3aq., water, and brine, and was dried over MgSO4. After evaporation, the resulting residue was purified by chromatography over silica gel (CHCl3-methanol (MeOH) as eluent) to give N-[4-(3-ethoxycarbonylpropoxy)-2,3,6-trimethylbenzenesulfonyl]benzamidine (1.39 g) as an oil compound.

Provenance & Evidence