We report a simple and practical six-step synthesis of new 1-methyl-1H-thieno[2,3-c]pyrazoles from 3-amino-1H-pyrazole-4-carboxylic acid ethyl ester.

A simple and efficient protocol for the synthesis of 3-methoxy-4-arylmethylene- and 3-methoxy-4-heteroarylmethylenepyrazoles has been developed. These derivatives are obtained in one step from alcohols 3 or 8a–b.

The synthesis of hitherto unknown (pyrazol-4-yl)-1,3,4-oxadiazoles and 1,3,4-oxadiazolines is described. They were all synthesized in one or two steps from the hydrazide 2.

We analyze the evolution of the sensitivity of a TATB composition after thermal cycles at elevated temperatures. Sensitization due to thermal cycles is of variable magnitude depending on the kind of the second stimulus (mechanical or thermal). In order to investigate the possible mechanisms which govern these phenomena, we perform an extensive study of the evolution of the chemistry and microstructure of our composition and we determine the sensitivity of our explosive to various stimuli after various temperature/duration cycles. This first paper is devoted to the study of TATB chemical evolutions. We present the results obtained for explosive decomposition, furazan generation, gas analyses and solid residue characterization.

A simple and versatile methodology to synthesise 4-hydroxy-1H-[1,2,4]triazino[4,5-a]quinotine-1,6(2H)-dione from methyl 6-fluoro-4-oxo-1,4-dihydro-2-quinolinecarboxylate has been developed. It involves carbohydrazide formation followed by a condensation with triphosgene to form the fused [1,2,4]triazino ring. In addition, the reactivity of the [1,2,4]triazino ring has been studied.

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An efficient method for the preparation of 1,3,4,5-tetrasubstituted pyrazoles promoted by butyllithium and palladium(0) cross-coupling reactions is described. Advantages of this new method include high yields and mild reaction conditions, which tolerate functional groups such as esters.

A versatile methodology to build the 1H-[1,2,4]triazino[1,6-a]quinoline-2,4,6(3H)-trione structure from methyl 6-fluoro4-oxo-1,4-dihydro-2-quinolinecarboxylate was developed. The method involves an N-amination followed by condensation of an aroyl isocyanate to form an alpha semicarbazidocarboxylate that readily cyclizes to the fused [1,2,4]triazino ring under ammonia/ethanol condition. Also, the reactivity of the [1,2,4]triazino ring thus obtained was studied.

The synthesis and in vivo activities of a series of substituted pyrazole-4-carboxylic acids as hypoglycemic agents are described. Modelization of some potent compounds, comparatively to the metformine, presents certain analogies permitting to predict the design of some novel antidiabetic drugs.

Ethyl 1-ethyl-7-methyl-4-oxo-1,4-dihydro[1,8]napthyridine-3-carboxylate (1), precursor of nalidixic acid, has been converted in two steps through ([1,8]naphthyridin-3-yl)carbonylguanidin derivatives into substituted pyrimido[4,5-b] and [5,4-c][1,8]naphthyridines.

The selective N-alkylation of 4-oxo-1,4-dihydro-2-quinoline carboxylic acid has been achieved from 1,2-dihydro[1,4]oxazino[4,3-a]quinoline-4,6-dione by the 2-morpholinone ring opening. In the same time, we have developed a new methodology to obtain the 1,2-dihydro[ 1,4]oxazino[4,3-a]quinoline-4,6-dione that involves an intramolecular cyclization of the 2-choroethyl 6-fluoro-4-oxo-1,4-dihydro-2-quinoline carboxylate.

The synthesis and in vivo activities of a series of substituted quinoline carboxyguanidines as a possible novel class of antidiabetic agents is described.

A high yielding N-amination of quinolones at low temperature via the use of O-mesitylenesulfonylhydroxylamine is reported.

Substituted 4-oxo-1,4-dihydro[1,8]naphthyridines were obtained with various substituents (aryl, alkyl, carbonyl chains) by functionalization at positions 6 and 3 using a Suzuki, Heck or Stille reaction.

Reaction of boron tribromide-methyl sulfide complex with 6-methoxy-5-amidoquinolines provides oxazolo(4,5-f) quinolines. In contrast under similar conditions boron tribromide gives only 6-hydroxy-5-amidoquinolines.

Original procedures to obtain a 4,5-benzodiazepin-1-one-2-carboxylic acid, by a Gould-Jacobs reaction, and isolation of a novel indole resulting from the cyclisation of a disymmetric precursor are described.

Thermal stabilizing agent of vinyl chloride polymerization is synthesized from dithiodiglycolic acid esters in two steps without catalyst for the disproportionation reaction.

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.

A series of fused tetracyclic quinolonecarboxylic acids was prepared for biological evaluation. These compounds were synthesized by a route involving a regiospecific functionalization of 5-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline to obtain a series of new substituted 7-methyl-6,7,8,9-tetrahydro-3H-imidazo[4,5-f]quinolines and 6-methyl-5,6,7,8-tetrahydro-1H-imidazo[4,5-g]quinolines as convenient precursors of quinolones.

The hemisynthesis of tremuloidin under mild conditions by 2′-O-benzoylation of salicin is described. It appears as an essential step in synthesis of natural phenolic glycosides.