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Synthesis of 4-chloro-1-{5-(4-nitrophenyl)-1,3,4-oxadiazol-2-ylmethyl}quinolin-2(1H)-one and N'-2-(4-methyl-2-oxoquinolin-1(2H)-yl)acetyl-4-nitrobenzohydrazide using POCl3 and their cytotoxic activity against human lung cancer cells A549
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Synthesis of 4-chloro-1-{5-(4-nitrophenyl)-1,3,4-oxadiazol-2-ylmethyl}quinolin-2(1H)-one and N'-2-(4-methyl-2-oxoquinolin-1(2H)-yl)acetyl-4-nitrobenzohydrazide using POCl3 and their cytotoxic activity against human lung cancer cells A549
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Synthesis of 4-chloro-1-{5-(4-nitrophenyl)-1,3,4-oxadiazol-2-ylmethyl}quinolin-2(1H)-one and N'-2-(4-methyl-2-oxoquinolin-1(2H)-yl)acetyl-4-nitrobenzohydrazide using POCl3 and their cytotoxic activity against human lung cancer cells A549
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Journal Article
Synthesis of 4-chloro-1-{5-(4-nitrophenyl)-1,3,4-oxadiazol-2-ylmethyl}quinolin-2(1H)-one and N'-2-(4-methyl-2-oxoquinolin-1(2H)-yl)acetyl-4-nitrobenzohydrazide using POCl3 and their cytotoxic activity against human lung cancer cells A549
2025
Overview
We have studied POCl
3
-catalyzed cyclodehydration reaction of 2-(4-chloro-2-oxoquinolin-1(2
H
)-yl)acetohydrazide with benzoic acids. Unusually, we have found that
p
-methyl-,
p
-methoxy-,
p
-chloro-substituted and unsubstituted benzoic acids failed to undergo cyclodehydration and were converted into the corresponding anhydrides. Whereas,
p
-nitrobenzoic acid successfully underwent cyclodehydration and yielded 1,3,4-oxadiazole. Trying the same reaction with 2-(4-methyl-2-oxoquinolin-1(2
H
)-yl)-acetohydrazide and
p
-nitrobenzoic acid, there was no cyclodehydration – two hydrazide molecules have condensed together. Newly synthesized 4-chloro-1-{[5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl]methyl}quinolin-2(1
H
)-one and
N
'-[2-(4-methyl-2-oxoquinolin-1(2
H
)-yl)acetyl]-4-nitrobenzohydrazide were evaluated for their anticancer activity against human lung cancer cells A549.
Publisher
Springer US
