New routes to the synthesis of pyridazinone, ethoxypyridine, pyrazole and pyrazolo[1,5‐a]pyrimidine derivatives incorporating a benzotriazole moiety

Abstract

A new approach to the synthesis of pyridazinone, ethoxypyridine, pyrazole and 7‐aminopyrazolo‐[1,5‐a]pyrimidine derivatives. The structure of the newly synthesized compounds was elucidated by elemental analyses, ir, 1H nmr spectra and in some cases by 13C nmr investigations.

Studies with 2‐(acetonylthio)benzothiazole: Novel synthesis of pyridazin‐6(1H)‐one, pyridazin‐6(1H)‐imine, and phthalazine derivatives of antimicrobial and antifungal activities

“…They are extensively used for the synthesis of functionalized pyridazines [1][2][3][4][5][6]. Several publications have pointed out that pyridazines exhibit a wide spectrum of the biological activities and pharmacological properties, such as reduction of the blood pressure [7], analgesic [8], anti-inflammatory [9], antibacterial, and anticonvulsant [10].…”

The Behavior of 3-Anilinoenone and N-Phenyl Cinnamamide toward Carbon Nucleophiles: Spectroscopy and X-Ray Studies Reveal Interesting New Synthesis Routes to Nicotinonitriles and Tetrahydropyridine-3- Carbonitrile

“…Due to their biological activities and pharmacological properties, pyridines and pyridones represent an important class of compounds that have been developed using functionally substituted enaminones [16][17][18][19][20][21][22]. In continuation of our interest in the synthesis of functionally substituted heteroaromatic compounds such as pyridines and pyridones, utilizing enaminones as starting materials [22][23][24][25][26][27][28][29][30][31][32][33], we report here the behavior of 3-anilinoenone and N-phenyl cinnamamide derivative toward malononitrile in the synthesis of pyridine derivatives. The 3-anilinoenone derivative 2a have been used previously, by Al-Saleh et al [19].…”

Synthesis and biological effects of new derivatives of azines incorporating coumarin

“…Its mass spectrum revealed molecular ion peak at m/z 368. The 13 C nmr spectrum revealed a low field signal at δ c 163.74 ppm and a high field signal at δ c 46.40 ppm corresponding to carbonyl and methylene carbons, respectively. Moreover, the 1 H nmr spectrum of the isolated product exhibited a singlet signal at δ H 6.38 ppm due to methylene protons, in addition to an aromatic multiplet in the region δ H 7.43 -9.31 ppm.…”

“…The 1 H nmr spectrum showed a resonance at δ H at approximately 3.05 ppm corresponding to CH 2 protons. Moreover, the 13 C nmr spectrum of the reaction product revealed two low field signals at δ C 163.97 and 161.81 ppm corresponding to two carbonyl groups and one high field signal at 36.94 ppm corresponding to the CH 2 carbon. The mass spectrum revealed a molecular ion peak with m/z 252 (M + ).…”

“…It was interesting to study the behaviour of system A towards a variety of chemical reagents, as a new synthetic route to heterocyclic nitrogen containing compounds, such as triazolopyridine, pyridopyrimidine, pyridotriazine, imidazopyridine, pyridine and pyridazine derivatives incorporating a coumarin moiety. The importance of the above compounds is due to their diverse pharmaceutical activities [6][7][8][9][10][11][12][13] and as thermal-transfer printing dye [14]. …”