N. Grant et al., PYRIDINES AND PYRAZOLINES FROM SALICYLIC-ACID DERIVATIVES WITH PROPENONE RESIDUE AND THEIR ANTIMICROBIAL PROPERTIES, Die Pharmazie, 53(8), 1998, pp. 543-547
Reaction of the propenones 1c, d with chlorosulfonyl isocyanate follow
ed by hydrolysis gave the corresponding carbamoyloxybenzoates 2a, b. W
hile their reaction with ethyl isocyanate afforded the 1,3-benzoxazine
-2,4-diones 3a, b. Reaction of 1a, b with aryl hydrazines gave the pyr
azolines 4a, d, whereas, with hydrazine hydrate in acetic acid, the ac
etyl derivatives 4e, f were produced. 1c, d reacted with malononitrile
and ethyl cyanoacetate affording the cyanopyridines 5 and cyanopyrido
nes 6 respectively. The products show antimicrobial activities.