Kinetics of the condensation of 2-picoline with aromatic aldehydes in acetic anhydride

1970 ◽  
Vol 35 (7) ◽  
pp. 2199-2203 ◽  
Author(s):  
Yoshiro. Ogata ◽  
Atsushi. Kawasaki ◽  
Hirofumi. Hirata
2020 ◽  
Vol 17 ◽  
Author(s):  
W. Abd El-Fattah

: In this work, 1,2,4-triazine derivatives were synthesized and evaluated for anticancer activities. Series of 1,2,4-triazine derivatives (4a, b) were prepared via the reaction of N-benzoyl glycine (1) with aromatic aldehydes in presence of fused sodium acetate and acetic anhydride to give 1,3-oxazolinone derivatives (2a, b), followed by condensation with 1-(ethoxycarbonyl) hydrazine (3) in glacial acetic acid. Compounds (4a, b) then reacted with acetic anhydride, ethyl chloroacetate and 2,4-dinitrophenyl hydrazine yielded the corresponding to N-acetyl derivatives (5a, b), N-(ethoxycarbonyl) methyl derivative (6) and 1,2-disubstituted hydrazine (7), respectively. The structures of the 1,2,4-triazine derivatives were confirmed by IR, 1H, 13C NMR, MS and elemental analyses. Anticancer activity of some 1,2,4-triazine derivatives (4-7) have been investigated. The results revealed that compounds 4a (IC50= 2.7μM), 5a (IC50= 1.5μM), and 5b (IC50= 3.9μM) show promising inhibitory growth efficacy compared to a standard antitumor drug (IC50= 4.6μM). These three compounds can be considered as potential agents against human hepatocellular carcinoma cell lines (HepG-2).


1964 ◽  
Vol 29 (7) ◽  
pp. 1985-1988 ◽  
Author(s):  
Yoshiro Ogata ◽  
Atsushi Kawasaki ◽  
Nobuya Okumura

1990 ◽  
Vol 43 (2) ◽  
pp. 367 ◽  
Author(s):  
RH Prager ◽  
C Tsopelas

Aromatic aldehydes , but not ketones, can be condensed with glycocyamidine . The corresponding alkylbenzylideneglycocyamidines may be made from glycidic esters by reaction with guanidine, followed by cyclization with acetic anhydride. A number of mono- and di -acetylated derivatives of 6,7-dihydropyrrolo[2,3-c]azepine-4,8(1H,5H)- dione have been prepared, but failed to undergo the Darzens reaction. Bromo- and iodo-2-arylazoimidazoles, protected on nitrogen by the methoxyethoxymethyl group, failed to undergo clean lithiation.


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