Under phase transfer catalysis conditions, 6‐amino‐4‐phenyl‐2‐thioxo‐1,2‐dihydropyridine‐3,5‐dicarbonitrile (1) was allowed to react with halo compounds, acrylonitrile, chloroacetyl chloride, ethyl cyanoacetate, formamide, triethylorthoformate, or formic acid to give new derivatives of fused pyridines 2–22, respectively. Acetylation of compound 1 using acetic anhydride afforded product 23, which in turn underwent intramolecular cyclization in pyridine to give the corresponding pyrido[2,3‐d]pyrimidine 24.

3-cyano-1,11-dihydro-4,5-diphenyl-2-thioxopyrido[2,3-b](1,5)benzodiazepine 2 and 3-(2′-cyano-1′-phenyl-2′-ethanethiocarboxamide)-4-phenyl-1(H)(1,5)benzodiazepin2-one 3 were prepared via the reaction of 1,3-dihydro-4-phenyl-(1,5)benzodiazepin-2-one 1 with benzylidenecyanothioacetamide. Compound 2 was treated with halo compounds to give the corresponding S-alkylated compounds 4 a−c, which underwent as intramolecular ring closure to thieno[3,2.5,6]pyrido[2,3-b](1,5)benzodiazepines 5 a−c under PTC conditions. One-pot syntheis of compounds 5 a−c was achieved via the reaction of compound 2 with the appropriate halo compound under PTC conditions. Compound 1 and 1-ethyl-4-phenyl-(1,5)benzodiazepin-2-one 9 were treated with carbon disulfide or phenylisothiocyanate and active nitriles to afford 4-thioxothiopyrano[4,3-b](1,5)benzodiazepines 8 and 10–14. Treatment of compound 10 with phenylisothiocyanate or acetic anhydride yielded oxazino-and pyrimido[4,5-b]thiopyrano-[4′,3′-b′](1,5)benzodiazepine 15 and 17. The reaction of compound 1 with elemental sulfur and active nitriles yielded thieno[3,2-b](1,5)benzodiazepines 18–21, respectively.

3-Oxime-4-phenyl-1(H)(l,5)benzodiazepin-2-one 2 was prepared and treated with malononitrile, arylidenenitriles, and bidentates to give the corresponding spiro-3,3 '-isoxazolo-, thiadiazino-, and triazino-1,5-benzodiazepines 3-7. 3-Bromo-3-cyano-4-phenyl-l(H)(l,5)benzodiazepin-2-one 9a and 3-bromo-3-cyano-4-(4 '-bromophenyl)-1(H)(l,5)benzodiazepin-2-one 9b were synthesized via the bromination of 3-cyano-4-phenyl-1(H)(l,5)benzodiazepin-2-one 8. Compounds 9a,b were reacted with bidentates or cyclopentanone to afford spiro piprazine, quinoxaline, thiazine, thiadiazine, imidazole, and cyclopentafuran derivatives 10-16. Treatment of compound 1 with p-tolyldiazonium chloride gave 3-(p-tolylazo)-4-phenyl-1(H)(1,5)-benzodiazepin-2-one 17, which in turn treated with nitriles, cyclopentanone, and S,S-acetal derivative to give the corresponding spiro pyrazole, cyclopentapyrazole, and thiadiazole derivatives 18-21.

The reaction of both of coumarin and 6-nitrocoumarin hydrazones (1,4) with alkyl(aryl)isothiocyanate afforded the corresponding 3-N[alkyl(aryl)thioamido] coumarins 3(a-d) or benzopyrano[2,3-c]pyrazole-3-thione derivatives 6(a-d), respectively, Compounds (3(a-d)) were used as key intermediates for the preparation of benzopyrano-pyridine derivatives (7(a-d) & 10(a)) or benzopyranoazepine derivatives 8(a,c) & 12(a-d) through the reaction with different acyl halides or ethoxymethylenemalononitriles and subsequent cyclization. Biological activity of some new compounds against Gram +ve and Gram -ve were given.

A new series of pyridines 2(a,b), (1,8)naphthyridines 3(a,b) and diazepines 4(a,b) were synthesized in one-pot reaction under phase-transfer catalysis conditions (PTC) starting with cyanoketene S,S-acetals 1 and cyanothioacetamide, cyanoacetamide or cyanoacetohydrazide in different molar ratios. The reaction of 2(a) with halo compounds in equimolar ratio gave thienopyridines 5(a-d). while on using 1:2 molar ratio afforded pyrrolothienopyridines 6(a-d). Also, bis thieno(1,8)naphthyridines 7(a-d) bis-pyrrolo (1,8)naphthyridine 9 and bis(1,6)naphthyridines 10(a-c) were obtained by treating (1,8)naphthyridine 3(a) with the suitable reagents.

The reaction of anilinomethylenemalononitrile 1 or 1,4-di(malononitrilemethyleneamino)benzene 7 with some reactive halo compounds in a one-pot reaction under PTC conditions affords a new series of pyrrole and pyridinone compounds. The reaction of compounds 1 or 7 with ethyl chloroformate gives the corresponding esters which underwent cyclization on reaction with different amino compounds affording the pyrimidinone derivatives.

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[1,3-Dihydro-4-phenyl(1,5)benzodiazepin-2-ylidene]malononitrile 1(a) was treated with formaline and some different primary amines to give the corresponding pyrimido(1,5)benzodiazepines 2(a-d). Treatment of compound 1(a) with halo reagents yielded the corresponding pyrrolobenzodiazepines 3(a,b). The reaction of compound 1(a) with active methylenes, bidentates, S,S- and N,S-acetals afforded the corresponding spiro( 1,5)-benzodiazepines 4(a-c),-8(a-b), respectively.

1.3-Dihydro-4-phenyl-1,5-benzodiazepin-2-one 1 was treated with bromine in 1:1 molar ratio to get the corresponding 3-bromo derivative 2 which in turn reacted with different nucleophiles to get the corresponding 3-substituted derivatives 3-11, The cyclized compounds 4(a), 5(a), 7(a,b), and 9(a-c) were achieved on refluxing compounds 4, 5, 6(a.b), or 8(a-c) respectively in diphenyl ether. Compound I was benzoylated with benzoyl chloride to give the corresponding 1-benzoyl derivative 12 which reacted with bromine in 1:2 molar ratio to yield the corresponding 3,3-dibromo derivative 13. Spiro benzodiazepines 14(a-d)-16 were obtained by reacting compound 13 with the proper bidentates. Compound 1 was treated with formaldehyde and secondary amines or thiols to give Mannich bases or sulphides 17-21, respectively.

The concept of coupled resonators is employed in a ring VCO structure to reduce the phase noise. This architecture allows the design of low-phase-noise voltage controlled oscillators (VCOs) using integrated low-Q inductors. Quadrature differential outputs are also realized in this design. Two monolithic LC tanks are coupled together to implement a transimpedance resonator with an effective Q close...

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

The reaction of p-chlorophenylmethylenemalononitrile 1 with some reactive halo compounds under phase-transfer catalysis conditions (PTC) afforded the corresponding alkylated or cyclized products 2-9 Thienothiopyranopyrrol 12(a-c) were synthesized from the reaction of compound 1 or 4 with CS2 and ethyl chloroacetate in 1:1:2 molar ratio via the formation of the intermediates thiopyrans 10(a-c) and theinothiopyrans 11(a-c). Also, compound 1 or 4 reacted with phenylisocyanate or phenylisothiocyanate to give a-pyran, alpha -thiopyran pyridinone, and pyridine-2-thione derivatives 13-16, respectively. The sequence of the reactions was studied.

The reaction of p-chlorophenylmethylenemalononitrile 1 with some reactive halo compounds under phase-transfer catalysis conditions (PTC) afforded the corresponding alkylated or cyclized products 2-9 Thienothiopyranopyrrol 12(a-c) were synthesized from the reaction of compound 1 or 4 with CS2 and ethyl chloroacetate in 1:1:2 molar ratio via the formation of the intermediates thiopyrans 10(a-c) and theinothiopyrans 11(a-c). Also, compound 1 or 4 reacted with phenylisocyanate or phenylisothiocyanate to give a-pyran, alpha -thiopyran pyridinone, and pyridine-2-thione derivatives 13-16, respectively. The sequence of the reactions was studied.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Arylmethylenemalononitriles 1 were treated with halo compounds under phase transfer catalysis (PTC) conditions to yield alpha-polyfunctional arylmethylene-malononitrile derivatives 2-4. The treatment of compounds 2-4 with hydrazine hydrate gave pyridinones 5,6 and pyridine 7, respectively. Triazines, triazepines, tetrazines, and triazoles 8-15 fused with pyridinone were synthesized by treating pyridinones 5 with a suitable reagent.

Some new heterocyclic systems 2-9 were obtained through the reaction of 4-amino-5-mercapto-3-trifluoromethyl-1,2,4-triazole (1) with ylidenemalononitriles, 1,3-diketones, halonitriles, active nitriles, aromatic aldehydes or ketones. Also spiro systems 10-12 were achieved in one pot synthesis by addition of compound I to isatine, cycloalkanones or ylidenenitriles followed by cyclization. The reaction of compound 1 with 3 [di(methylthio)-methylene] pentan-2,4-dione afforded compound 13 treated with cycloalkanones to give compounds 14.

Ketene S,S-acetal 1 reacts with 2-aminobenzenethiol to afford 2-(1-acetyl-2-oxopropylidene)benzothiazole 2 which was allowed to react with a variety of active methylene reagents to give spiro[pyran-4-2'-benzothiazole] derivatives (4-13, 16, 17). Compound 2 also reacts with thiourea, thioacetamide or bromomalononitrile to afford spiro[1,3-thiazin-6,2'-benzothiazole] derivatives 14,15 or spiro[3,3-diacetyl-2,2-dicyanocyclopropane-1,2'-benzothiazole] 18 through a nucleophilic addition and cyclization.

Novel heterocyclic compounds were prepared by the reaction of 2-acetyl-2-oxopropylidene S,S-acetal with different amino compounds namely, hydrazine hydrate, phenylhydrazine, guanidine hydrochloride, thiosemicarbazide, o-phenylenediamine, o-aminophenol or o-aminothiophenol in different molar ratios.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.