6-nitro-2,3-dipiperidinoquinoxaline: Its unexpected formation from 2-chloro-7-nitroquinozaline.

Add time:07/19/2019    Source:sciencedirect.com

Excess piperidine and 2-chloro-7-nitroquinoxaline 1 in diethyl ether give large amounts of the unexpected disubstitution product 6-nitro-2,3-di-piperidinoquinoxaline 3. The mechanism of this very unusual nucleophilic substitution of hydrogen is suggested to involve the oxidation of the dipiperidino-dihydroquinoxaline 10 by dissolved oxygen.

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