4-Toluenesulfonyl chloride → N-[2,3-bis(4-methyl-1-piperazinyl)-6-quinoxalinyl]-p-toluenesulfonamide

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Reaction Steps

A 6.41 g. (.020 mole) portion of 6-amino-2,3-bis-(4-methyl-1-piperazinyl)quinoxaline (prepared as in Example 1) is dissolved in 200 ml. of chloroform. Then 3.0 ml. (0.021 mole) of triethylamine is added plus 3.81 g. (0.020 mole) of p-toluenesulfonyl chloride. The resulting solution is stirred at room temperature for three hours and is left standing in a sealed flask for 18 hours. It is washed with two 50 ml. portions of distilled water and is dried over anhydrous sodium sulfate and anhydrous calcium sulfate. The solution is stripped of solvent by water pump evacuation to give a yellow solid which is dissolved in 100 ml. of hot benzene and filtered. A 200 ml. portion of cyclohexane is added to the filtrate and the resulting suspension is cooled at 4° C. and then is filtered. The collected solid is dried in vacuo at 78° C. over phosphorous pentoxide, dissolved in 475 ml. of hot acetonitrile and is filtered hot. The filtrate is cooled at -10° C. to recrystallize 3.2 g. of the final product which is collected by filtration, m.p. 234°-237° C.

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