Naphthopyrans I (X = O; R, R1 = Me, Et) were prepd. by treating 2-naphthol with R2NCOCHR1CO2Et and POCl3. I (X = O; R = Me, Et; R1 = CN) were prepd. by converting I (R1 = CHO) to their oximes and dehydrating. I (R = Et, R1 = Cl, X = O) was obtained by chlorinating I (R = Et, R1 = H, X = O). The thiones I (X = S, NR2 = NEt2, NPr2, piperidino, NMeCH2Ph, NEtCH2Ph, pyrrolidine, R1 = H) were prepd. by thiolating I (X = O). None of the products showed any pharmacol. activity.
[Chemical and pharmaceutical research on pyran derivatives. X. Synthesis of 1-oxo-2-alkyl-3-dialkylamino-1H-naphtho[2,1b]pyrans].
BALBI, ALESSANDRO;DI BRACCIO, MARIO;
1978-01-01
Abstract
Naphthopyrans I (X = O; R, R1 = Me, Et) were prepd. by treating 2-naphthol with R2NCOCHR1CO2Et and POCl3. I (X = O; R = Me, Et; R1 = CN) were prepd. by converting I (R1 = CHO) to their oximes and dehydrating. I (R = Et, R1 = Cl, X = O) was obtained by chlorinating I (R = Et, R1 = H, X = O). The thiones I (X = S, NR2 = NEt2, NPr2, piperidino, NMeCH2Ph, NEtCH2Ph, pyrrolidine, R1 = H) were prepd. by thiolating I (X = O). None of the products showed any pharmacol. activity.
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