Eman A. El Rady

NOVEL SYNTHESIS OF POLYFUNCTIONALISED BIARYL, PYRIDAZINE, AND PHTHALAZINE DERIVATIVES

A variety of new biaryl, pyridazine and phthalazine derivatives have been synthesized by reacting ethyl 2-arylhydrazono-3-oxobutyrate with α,β-unsaturated nitriles including acrylonitrile and crotononitrile derivatives.

FACILE ONE-POT SYNTHESIS OF 4-ARYL-3-METHYL-1-PHENYLPYRAZOLO[3,4-b]-[1,5]BENZOTHIAZEPINE DERIVATIVES VIA A REGIOSELECTIVE NUCLEOPHILIC ADDITION

4-Arylidene-3-methyl-1-phenylpyrazole-5-one reacts with 2-amino-benzenethiol in ethanol-acetic acid solution to produce a mixture of 4-aryl-3-methyl-1-phenylpyrazolo[3,4-b][1,5]benzothiazepines, 2-arylbenzothiazoles and 3-methyl-1-phenylpyrazole-5-one.4-Arylidene-3-methyl-1-phenylpyrazole-5-one reacts with 2-amino-benzenethiol in ethanol-acetic acid solution to produce a mixture of 4-aryl-3-methyl-1-phenylpyrazolo[3,4-b][1,5]benzothiazepines, 2-arylbenzothiazoles and 3-methyl-1-phenylpyrazole-5-one.

Photoinduced reaction of polyfunctional nitroaromatics: photoreduction versus photosubstitution reaction of nitrobenzylidene malonic derivatives with triethylamine

Broad band irradiation of nitrobenzylidene malonic derivatives in benzene solution in the presence of triethylamine leads to two types of photochemical reactions, photoreduction of the nitro group predominantly, and photosubstitution of the cyano group. The formation of the products is suggested to proceed through a radical ion pair via initial electron transfer, followed by proton transfer, and finally through a sequence of ground state reactions leading to different products.

A Convenient and Facile Synthesis of New Thiazole Derivatives

4-Chloro-2,3-dihydrothiazole-5-carboxaldehyde reacted with some nucleophilic reagents such as hydrazine hydrate, phenyl hydrazine, urea, thiourea, semicarbazide, cyanoacetamide, cyanothio-acetamide, cyanoacetohydrazide, 2-phenylenediamine, 2-aminophenol, 5-amino[1,2,4]triazole and 3-aminopyrazole in ethanol solution at reflux in the presence of catalytic amount of triethyl-amine afforded new polysubstituted thiazolo[4,5-c]pyrazole, thiazolo[4,5-d]-pyrimidine, thiazolo[4,5-b]-pyridine, thiazolo[4,5-b][1,5]benzodiazepine, thiazolo[4,5-b] [1,5]benzoxazepine, thiazolo[4′, 5′:6,5]-pyrimido[1,2-b][1,2,4]triazole and thiazolo[4′, 5′:6,5]pyrimido[1,2-b]pyrazole derivatives in good yields. The structure of the new compounds were confirmed based on IR, 1 H-,13C-NMR, mass spectral, and elemental analysis.4-Chloro-2,3-dihydrothiazole-5-carboxaldehyde reacted with some nucleophilic reagents such as hydrazine hydrate, phenyl hydrazine, urea, thiourea, semicarbazide, cyanoacetamide, cyanothio-acetamide, cyanoacetohydrazide, 2-phenylenediamine, 2-aminophenol, 5-amino[1,2,4]triazole and 3-aminopyrazole in ethanol solution at reflux in the presence of catalytic amount of triethyl-amine afforded new polysubstituted thiazolo[4,5-c]pyrazole, thiazolo[4,5-d]-pyrimidine, thiazolo[4,5-b]-pyridine, thiazolo[4,5-b][1,5]benzodiazepine, thiazolo[4,5-b] [1,5]benzoxazepine, thiazolo[4′, 5′:6,5]-pyrimido[1,2-b][1,2,4]triazole and thiazolo[4′, 5′:6,5]pyrimido[1,2-b]pyrazole derivatives in good yields. The structure of the new compounds were confirmed based on IR, 1 H-,13C-NMR, mass spectral, and elemental analysis.

Facile Route for the Synthesis of Pyridazine Derivatives: Unexpected Pathway to Benzothiazole, Benzimidazole, and Triazole Derivatives

Abstract 4‐Amino‐5‐arylmethylidene‐3‐phenyl‐pyridazin‐6‐ones 7 have been synthesized and reacted with selected nucleophile reagents such as phenyl hydrazine, semicarbazide, semithiocarbazide, cyanoacetohydrazide, 2‐aminothiophenol, and 2‐phenylenediamine in ethanol triethyl‐amine solution. An unexpected 1‐phenyl‐3‐arylaziridene 10, 3‐aryl‐5‐oxo(thio)‐1,2,4‐triazole 21, 4‐amino‐3‐aryl‐6‐hydroxy‐pridazine 27, 2‐arylbenzothiazole 30a–c, and 2‐arylbenzimidazole 30d–f have been obtained, respectively. Also, 2‐aminothiophenol and 2‐phenylenediamine were reacted with N‐phenylmethylidene‐2‐cyanoacetohydrazide 2, affording the new 1,4‐benzodiazepine derivatives 35.Abstract 4‐Amino‐5‐arylmethylidene‐3‐phenyl‐pyridazin‐6‐ones 7 have been synthesized and reacted with selected nucleophile reagents such as phenyl hydrazine, semicarbazide, semithiocarbazide, cyanoacetohydrazide, 2‐aminothiophenol, and 2‐phenylenediamine in ethanol triethyl‐amine solution. An unexpected 1‐phenyl‐3‐arylaziridene 10, 3‐aryl‐5‐oxo(thio)‐1,2,4‐triazole 21, 4‐amino‐3‐aryl‐6‐hydroxy‐pridazine 27, 2‐arylbenzothiazole 30a–c, and 2‐arylbenzimidazole 30d–f have been obtained, respectively. Also, 2‐aminothiophenol and 2‐phenylenediamine were reacted with N‐phenylmethylidene‐2‐cyanoacetohydrazide 2, affording the new 1,4‐benzodiazepine derivatives 35.

A Facile and Simple Synthesis of Some New Pyridobenzothiazepine and Pyrimidobenzothiazepine Derivatives

2-Amino-3-cyano-4-(2-thienyl)[1,5]benzothiazepine 5 has been synthesized and reacted with some active methylene and nucleophile reagents to yield new pyrido[6,5-b][1,5]benzothiazepine and pyrimido[6,5-b][1,5]benzothiazepine derivatives.2-Amino-3-cyano-4-(2-thienyl)[1,5]benzothiazepine 5 has been synthesized and reacted with some active methylene and nucleophile reagents to yield new pyrido[6,5-b][1,5]benzothiazepine and pyrimido[6,5-b][1,5]benzothiazepine derivatives.

Ring opening–ring closure of 4-phenyl-1,2-dithiole-3-thione: convenient route to novel thiinethione derivatives by the reaction with active methylene nitriles

4-Phenyl-1,2-dithiole-3-thione (1) reacts with active methylene nitriles in the presence of triethylamine to afford fused and isolated thiine derivatives, mainly from initial nucleophilic attack of methylene group at C-5 of the dithiole ring.