bluuebunny/crossref_metadata_2025_split huggingface dataset:
Darstellung und reaktionen eines 2H‐pyrrolo[3,4‐b]pyridins und eines 2H‐pyrrolo[3,4‐b]pyrazins
Authors: Troll Theodor , Schmid Klaus 
Published: March 2009

AbstractDie kathodische Reduktion von Pyridin‐2,3‐dicarbonsäure‐N‐phenylimid (1) unter aprotischen Bedingungen in Gegenwart von Trimethylchlorsilan führt zu 2‐Phenyl‐1,3‐bis[trimethylsilyloxy]‐pyrrolo‐[3,4‐b]pyridin (4), das mit elektronenarmen Olefinen über eine Cycloaddition in Chinolinderivate überführt werden kann.Aus Pyrazin‐2,3‐dicarbonsäure‐N‐phenylimid (3) entsteht unter gleichen Bedingungen 2‐Phenyl‐1,3‐bis‐[trimethylsilyloxy]‐pyrrolo[3,4‐b]pyrazin (13), das nicht mehr ausreichend stabil ist. Darstellung von 13 in Gegenwart eines Dienophils führt jedoch zu Chinoxalinderivaten als Abfangprodukte.Die orthochinoiden Heterocyclen 4 und 13 sind auf diesem Weg erstmals zugänglich.
Reaction of benzamide oxime with DCC
Authors: Kawashima Etsuko , Tabei Katsumi 
Published: March 2009

AbstractReaction of benzamide oxime (1) with N, N′‐dicyclohexylcarbodiimide (2) afforded 5‐cyclohexylamino‐3‐phenyl‐1,2,4‐oxadiazole (3), N, N′, N″‐tricyclohexylguanidine (4) and N, N′‐dicyclohexyl urea (5). When acetone (8a) or ethyl acetoacetate (8b) was added as a trap, the yield of 3 increased slightly and N‐(2‐propylidene)cyclohexylamine (9a) or ethyl 3‐cyclohexylamino‐2‐butenoate (9b) was obtained as well as products 4 and 5. Acetylacetone (8c) and diacetyl (8d) were also used as the trap for the cyclohexylamino group. When p‐toluenesulfonic acid was added as a catalyst, 1‐cyclohexyl‐5‐cyclohexylamino‐3‐phenyl‐1H‐1,2,4‐triazole (11) was obtained in low yield.
Synthesis of 2‐(β‐D‐ribofuranosyl)[1,3,5]triazines
Authors: Riley Timothy A. , Hennen William J. , Dalley N. Kent , Wilson Bruce E. , Robins Roland K. 
Published: March 2009

AbstractThe synthesis of the first [1,3,5]triazine carbon linked nucleosides are reported. 4‐Amino‐6‐(β‐D‐ribofuranosyl)[1,3,5]triazin‐2(1H)‐one (8), an analog of 5‐azacytidine and pseudoisocytidine was prepared. 2,5‐Anhydro‐D‐allonamidine hydrochloride (3) was condensed with dimethyl cyanoiminodithiocarbonate (4) to give 4‐methylthio‐6‐(β‐D‐ribofuranosyl)[1,3,5]triazin‐2‐amine (5). Compound 5 was reacted with m‐chloroperbenzoic acid to give 4‐methylsulfinyl‐6‐(β‐D‐ribofuranosyl)[1,3,5]triazin‐2‐amine (6). Displacement of the methyl sulfinyl with the appropriate nucleophile gave 6‐(β‐D‐ribofuranosyl)[1,3,5]triazine‐2,4‐diamine (7), 4‐amino‐6‐(β‐D‐ribofuranosyl)[1,3,5]triazin‐2(1H)‐one (8), and 4‐amino‐6‐(β‐D‐ribofuranosyl)[1,3,5]triazine‐2(1H)‐thione (9). Dethiation of compound 5 with Raney nickel gave 4‐(β‐D‐ribofuranosyl)[1,3,5]triazin‐2‐amine (10). The crystal structure of 7 was determined by single crystal X‐ray.
Synthesis of 1‐(o‐substituted‐phenyl)‐3,4‐dimethylenepyrrolidines by the thermal elimination of sulfur dioxide
Authors: Ottenbrite Raphael M. , Chin Henry , Alston Peter V. 
Published: March 2009

AbstractPrecursors of 1‐(o‐substituted‐phenyl)‐3,4‐dimethylenepyrrolidines, 5‐(o‐substituted‐phenyl)‐1,3,4,6‐tetra‐hydrothieno[3,4‐c]pyrrole 2,2‐ dioxides 2, were synthesized by reacting o‐substituted anilines with 3,4‐bis(bromomethyl)‐2,5‐dihydrothiophene 1,1‐dioxide. A disubstitution product along with the desired 2 was obtained when excess amine was used to neutralize the amine salts that were formed from nucleophilic substitution. A 1,4‐HBr elimination product was obtained in three out of four cases when sodium carbonate was used to neutralize the amine salts. The 1,4‐HBr elimination product resulted from a competing base attack on the acidic sulfolene protons. The 3,4‐dimethylenepyrrolidines were obtained by thermal elimination of sulfur dioxide from 2.
Réactivité de β‐énaminones cycliques. II. Cyclocondensation directe d'amidines, d'hydrazines et de l'hydroxylamine sur la pyrrolidinométhylène‐3 chromanone‐4
Authors: Graffe Bernadette , Sacquet Marie‐Claude , Bellassoued‐Fargeau Marie‐Claude , Maitte Pierre 
Published: March 2009

AbstractLa réaction de la pyrrolidinométhylènechromanone 1 avec la guanidine et les amidines conduit avec de bons rendements aux benzopyrannopyrimidines 5. Le traitement de l'énaminone 1 par l'hydroxylamine en présence d'acide chlorhydrique conduit à la formation de l'isoxazole 9. L'emploi de l'hydrazine et de la phénylhydrazine comme agents de condensation, en milieu acide, donne les benzopyrannopyrazoles 11a et 11b; avec la méthylhydrazine il se forme un mélange de méthylpyrazoles isomères 11c et 11′c.
A new method of preparation of 1H‐1,2‐benzodiazepines by the rearrangement of 2,4,6‐trichlorophenylhydrazones
Authors: Campion C. , Dickens J. P. , Myers P. L. 
Published: March 2009

AbstractA new method for preparing 1H‐1,2‐benzodiazepines is described. Hydrazones of generalised structure 1 undergo base catalysed cyclisation to form 4‐imidazolyl‐4,5‐dihydro‐1H‐1,2‐benzodiazepines of general structure 2. These compounds readily eliminate imidazole to form 1H‐1,2‐benzodiazepines of general structure 3.
Transformation of pyrazolo[4,3‐c]isothiazoles into 3,4‐disubstituted 1,2‐isothiazoles
Authors: Ueda Taisei , Shibata Yoshitsugu , Sakakibara Jinsaku 
Published: March 2009

AbstractPyrazolo[4,3‐c]isothiazoles 4 and 5 were synthesized by the reaction of 4‐aminoantipyrine 1 with thionyl chloride. Treatment of 4 or 5 with alkylamines underwent pyrazole ring opening to afford 3,4‐disubstituted 1,2‐isothiazoles 8a‐f.
Synthesis of 1‐(β‐D‐ribofuranosyl)indol‐3‐acetic acid
Authors: Chu Chung K. , Suh Jungjin , Cutler Horace G. 
Published: March 2009

AbstractBy condensation of ethyl indolin‐3‐acetate (4) and 2,3,5‐tri‐O‐benzoylribofuranosyl‐1‐acetate (5), ethyl 1‐(2,3,5‐tri‐O‐benzoyl‐β‐D‐ribofuranosyl)indolin‐3‐acetate (6) was obtained in good yield. The indoline nucleoside 6 was aromatized to ethyl 1‐(2,3,5‐tri‐O‐benzoyl‐β‐D‐ribofuranosyl)indol‐3‐acetate (7) with DDQ. The treatment of the indole nucleoside with barium hydroxide and methanol gave the methyl ester 8, which was further treated in water to give the desired 1‐(β‐D‐ribofuranosyl)indol‐3‐acetic acid (9).
Synthesis, renal vasodilator and dopamine‐sensitive adenylate cyclase activities ofO‐Methyl derivatives of 6‐chloro‐2,3,4,5‐tetr ahydro‐1‐(4‐hydroxyphenyl)‐1H‐3‐benzazepin‐7,8‐diol (SK&F 82526)
Authors: Ross Stephen T. , Franz Robert G. , Wilson James W. , Hahn Richard A. , Sarau Henry M. 
Published: March 2009

AbstractThe three possible mono‐O‐methyl derivatives of 6‐chloro‐2,3,4,5‐tetrahydro‐1‐(4‐hydroxyphenyl)‐1H‐3‐benzazepin‐7,8‐diol (SK&F 82526) (1) have been synthesized to facilitate the isolation and characterization of metabolites of this compound and for biological testing. The syntheses generally involved preparation of appropriately substituted benzaldehydes, conversion of these to phenylacetic acids and use of these toN‐acylate arylethanolamines. The phenylacetamides thus formed were reduced to amines and these were deprotected and cyclized to the desired final products. In one case deprotection followed cyclization. These compounds were tested as activators of dopamine‐sensitive adenylate cyclase (a measure of DA‐1 agonist activity) and as renal vasodilators. All threeO‐methyl derivatives were much less potent than1in cyclase activation and as renal vasodilators. Weak inhibition of adenyl cyclase was also observed for all three compounds and one showed weak renal vasoconstrictor activity. Preliminary investigation of the metabolism of1disclosed that two of the three monomethoxy compounds were formed in trace amounts in the rat and the dog. In a related investigation, the trimethoxy derivative of1was subjected to acid‐catalyzed hydrolysis conditions. The relative ease of cleavage of methoxy groups was 7 > > 4′ > 8.
Synthesis of new N‐aminoaziridine derivatives by the addition of dibenzyloxycarbonylaminonitrene to olefins
Authors: Milcent René , Guevrekian‐Soghomoniantz Marina , Barbier GÉO 
Published: March 2009

AbstractIn order to study the ring expansion of N‐aminoaziridines into N‐amino‐5‐membered heterocycles, N‐(dibenzyloxycarbonylamino)aziridines were synthesized. N, N‐Dibenzyloxycarbonylhydrazine was prepared. It was then oxidized with lead tetraacetate to a new diacylaminonitrene. This nitrene was added to various olefins to give the corresponding N‐protected aminoaziridines. Cleavage of the protecting groups was realized for one example.
The proton and carbon chemical shift assignments of 2‐substituted thioxanthones
Authors: Ternay A. L. , Harwood J. S. 
Published: March 2009

AbstractThe complete proton and carbon chemical shift assignments have been made for thioxanthone, 2‐fluorothioxanthone, 2‐chlorothioxanthone, 2‐bromothioxanthone, 2‐N, N‐dimethylsulfonamidothioxanthone, 2‐methylthioxanthone, 2‐methoxythioxanthone and 2‐acetylthioxanthone. Assignments were made with the aid of both COSY and CSCM two‐dimensional nmr techniques. The C2 substituent alters chemical shifts in the unsubstituted heterocyclic ring.
Reactions of piroxicam with alkyl iodides
Authors: Hammen Philip D. , Berke Helen , Bordner Jon , Braisted Andrew C. , Lombardino Joseph G. , Whipple Earl B. 
Published: March 2009

AbstractAlkylation of piroxicam with a homologous series of alkyl iodides gave reversibly formed O‐alkyl products 1 as well as unexpected, irreversibly formed zwitterionic compounds 2, alkylated on the pyridine nitrogen, and O,N‐bis‐alkyl products 3. Proof of structure was accomplished by nmr and X‐ray crystal analysis. Product distribution ratios were determined by hplc and are explained by the Hard‐Soft Acid‐Base principle.
Reaction of 1,2‐diarylethylamides with ethyl polyphosphate (Epp): Correlation of the von braun, ritter and bischler‐napieralski reactions
Authors: Aguirre J. M. , Alesso E. N. , Ibañez A. F. , Tombari D. G. , Iglesias G. Y. Moltrasio 
Published: March 2009

AbstractThe Bischler‐Napieralski cyclization of the 1,2‐diaryiethylamides in a “one‐pot” process using ethyl poly‐phosphate as the reagent only yields the dihydroisoquinolines in certain cases. The trans‐stilbenes and in‐danes are obtained as neutral products and sometimes as sole products. Results clearly indicate the effect of aryl group substitution on the course of the reaction and the relationship between the Bischler‐Napieralski and Ritter reactions.
The synthesis of β‐heteroarylamino‐α,β‐dehydro‐α‐amino acid and β‐heteroarylamino‐α‐amino acid derivatives
Authors: Svete Jurij , Stanovnik Branko , Tišler Miha , Golič Ljubo , Leban Ivan 
Published: March 2009

AbstractFrom heteroarylaminomethyleneoxazolones 4, obtained from N‐heteroarylformamidines 2 and 2‐phenyl‐5‐oxo‐4,5‐dihydro‐1,3‐oxazole (3), the following β‐heteroarylamino‐α,β‐dehydro‐α‐amino acid derivatives were prepared: methyl 8 and ethyl esters 9, amides 10 and 11, hydrazides 12, and azides 15. By catalytic hydrogenation the compounds 4 were converted into β‐heteroarylamino substituted amides 18 and β‐heteroarylamino‐α‐amino acids 20.
Studies on the chemistry of 1,4‐oxazines. 18. Synthesis of tricyclic 1,4‐benzoxazines via nucleophilic substitution of activated precursors
Authors: Bartsch Herbert , Erker Thomas , Neubauer Gustav 
Published: March 2009

AbstractStarting from activated benzoxazines 1 and 2 new synthetic pathways to the tricyclic compounds 4, 9, 12 and 16 are described. Reaction of the hydrazides 17a,b with thionylchloride leads to the novel thiatriazolo‐benzoxazines 18a,b.
Synthesis of 5‐aryl‐3‐carbazoyl‐1,3,4‐oxadiazol‐2(3H)‐one. Derivatives and their ring transformation into 5‐benzamido‐1,2,4‐triazolidine‐3,5‐dione derivatives
Authors: Milcent René , Barbier Géo , Tzirenstchikow Tatiana , Lebreton Luc 
Published: March 2009

AbstractSome 5‐aryl‐3‐carbazoyl‐1,3,4‐oxadiazol‐2(3H)‐one derivatives 6 and 9 have been synthesized in two ways. The expected thermal ring transformation into 2,5‐disubstituted 1,3,4‐oxadiazoles did not occur but, by acid hydrolysis of 5‐aryl‐3‐[3‐benzylidene‐2‐methyl(or phenyl)carbazoyl]‐1,3,4‐oxadiazol‐2(3H)‐ones 6, a new ring transformation took place and the corresponding 4‐benzamido‐1‐methyl(or phenyl)‐1,2,4‐triazolidine‐3,5‐dione derivatives 11 were formed. The 4‐amino‐1‐phenyl‐1,2,4‐triazolidine‐3,5‐dione (19) has been prepared and its structure was confirmed by some reactions.
A novel synthesis of 5‐chloro‐3‐methoxycarbonyl‐1‐arylpyrazoles from arylazomethylenetriphenylphosphoranes
Authors: Baldoli C. , Lattuada L. , Licandro E. , Maiorana S. , Papagni A. 
Published: March 2009

AbstractThe reaction of arylazomethoxycarbonylmethylenetriphenylphosphoranes 1 with chloroform and sodium hydroxide in the presence of benzyltriethylammonium chloride (TEBA) as phase transfer catalyst directly affords 5‐chloro‐3‐methoxycarbonyl‐1‐arylpyrazoles 3.
Synthesis of novel methoxy and hydroxy derivatives of 2‐phenyl‐1H‐benz[g]indoles
Authors: Ferlin Maria Grazia , Chiarelotto Gianfranco , Malesani Giorgio 
Published: March 2009

AbstractThe synthesis of novel methoxy‐derivatives of 2‐phenyl‐1H‐benz[g]indole 3 by condensation of α‐naphthyl‐amines 1 with N‐phenacyl‐pyridinium salts 2 is described, as well as their conversion into the corresponding hydroxy‐derivatives 5. Unexpected quinoxaline derivatives 4 were obtained when in the condensation reaction the N‐nitrophenacylpyridinium salts 2d,e have been used.
Preparation of imidazo[2,1‐b]quinazolin‐5(3H)‐ones and related tricyclic systems using a novel, double displacement reaction
Authors: Peet Norton P. , Malecha James , Letourneau Michael E. , Sunder Shyam 
Published: March 2009

AbstractNew methodology is described for the construction of tricyclic heterocycles. Thus, a double displacement reaction of l‐(2‐fluorobenzoyl)‐2‐methylthio‐2‐imidazoline (8a) with 1,1‐dialkylhydrazines gave 10‐substituted 2,10‐dihydroimidazo[2,1‐b]quinazolin‐5(3H)‐ones in good yield. The corresponding 1‐(2‐nitrobenzoyl)‐2‐meth‐ylthio‐2‐imidazolines also underwent double displacement reactions with hydrazines. Other tricyclics made using double displacement reactions were pyrimido[2,1‐b]quinazolines, imidazo[1,2‐a]pyrido[2,3‐d]pyrimidines, and imidazo[1,2‐a]pyrazolo[3,4‐d]pyrimidines. Treatment of 8a with hydrazine hydrate or methylhydrazine gave products resulting from displacement, but did not afford fused benzotriazepinones.
Manganese dioxide oxidation of 3,4,4a,5‐tetrahydro[1,2,4]triazino[6,1‐c][1,4]benzoxazines
Authors: Bruché Luca , Zecchi Gaetano 
Published: March 2009

AbstractSince we developed [1] a synthetic entry to 3,4,4a,5‐tetrahydro[1,2,4]triazino[6,1‐c][1,4]benzoxazines 1, we decided to explore the chemistry of this novel ring system. Its behaviour towards manganese dioxide is here described.
Preparation and reactions of isocyano‐1,3,5‐triazines
Authors: Hashida Yoji , Imai Akira , Sekiguchi Shizen 
Published: March 2009

AbstractThe title compounds 3 were prepared in low yields from the carbylamine reaction of amino‐1,3,5‐triazines 1 under phase‐transfer conditions. Isocyanotriazine 3a readily reacted with amines in the presence of copper salts to afford triazinylformamidines 4, and also with active methylene compounds in the presence of base to afford addition products 5 and 6, indicating the high electrophilicity of 3. The reactions of isocyanotriazine with electrophiles such as carbonyl compounds and bromine are also described.
Synthesis of certain substituted pyrimidines as potential schistosomicidal agents
Authors: El‐Kerdawy M. M. , El‐Emam A. A. , El‐Subbagh H. I. , Abushanab E. 
Published: March 2009

AbstractA convenient route is reported for the synthesis of seven new pyrimidine derivatives namely: 2‐bromometh‐yl‐4,6‐dimethoxypyrimidine (3), 2‐dibromomethyl‐4,6‐dimethoxypyrimidine (4), 2‐acetoxymethyl‐4,6‐dimeth‐oxypyrimidine (5), 2‐hydroxymethyl‐4,6‐dimethoxypyrimidine (6), 4,6‐dimethoxypyrimidine‐2‐carboxaldehyde (7), 2‐acetoxymethyl‐6‐methoxy‐3,4‐dihydropyrimidin‐4‐one (8) and 2‐hydroxymethyl‐3,4‐dihydro‐6‐methoxy‐pyrimidin‐4‐one (9).
Methylfuroquinolinones: New furocoumarin isosters as potential photoreagents toward dna
Authors: Guiotto A. , Chilin A. , Pastorini G. , Palumbo M. 
Published: March 2009

AbstractA number of methylfuro[3,2‐g]quinolin‐7(8H)‐ones, which can be considered isosters of methylpsoralens, were synthesized. The synthesis was performed starting from the appropriate methyl quinolin‐2‐ones on which the methylfuran ring was condensed. The molar absorptivity at long wavelengths of these compounds is remarkably higher than that of the corresponding methylpsoralen isosters; this fact may lead to an improved photo‐binding to the biological targets.
Synthesis and characterization of new quinoline monomers
Authors: Bottino F. A. , Di Pasquale G. , Pollicino A. , Recca A. , Staniland P. A. 
Published: March 2009

AbstractNew quinoline‐2,6‐dicarboxylic acid and 6‐aminoquinoline‐2‐carboxylic acid which are potential monomers for the introduction of quinoline units in commercial polymers such as polyamides, polyesters, etc. have been synthesized.
Synthesis of pyrazolo[3,4‐b][1,4]diazepines and pyrazolo[3,4‐b]pyrazines
Authors: Colombo Augusto , Frigola Jordi , Parés Juan , Andaluz Blas 
Published: March 2009

AbstractThe synthesis and structure elucidation of new pyrazolo[3,4‐b][1,4]diazepines and pyrazolo[3,4‐b]pyrazines are reported and the characterisation of isomers and tautomers by proton and carbon‐13 nmr are discussed. In some case only NOE experiments allow us to identify the isomeric structure.
Crystal structure of 1:1 Complexes between urea and two crown ether derivatives of phthalic acid, 2,3,5,6,8,9,11,12,14,15‐decahydrobenzo[1,4,7,10,13,16]hexaoxacyclo‐octadecin‐18,19‐dicarboxylic acid (i) and 2,3,5,6,8,9,11,12‐octahydro‐benzo[1,4,7,10,13]pentaoxacyclopentadecin‐15,16‐dicarboxylic acid (II)
Authors: Benetollo Franco , Bombieri Gabriella , Truter Mary R. 
Published: March 2009

AbstractThe crystal structures of the titlke compounds have been determined by X‐ray diffraction. Urea, I crystallizes in the triclinic PI space group with cell dimensions a = 8.336(2), b = 11.009(2), c = 13.313(2) Å, α = 105.55(3), β = 103.62(3), γ = 104.63(3)° and Z = 2 final R value 0.072 for 2105 observations. Urea, II crystallizes in the orthorhombic P212121 space group with cell dimensions a = 8.750(2), b = 10.844(3) and c = 21.215(3) Å and Z = 4, final R value 0.083 for 599 observations. All the hydrogen atoms were located in the complex urea, I; urea molecules form hydrogen bonded dimers about centers of symmetry, these dimers are sandwiched between macrocyclic rings forming one simple and one bifurcated hydrogen bond from the “endo” hydrogen atoms to the ether oxygen atoms. These units are held by hydrogen bonding between the urea molecules and carboxylic acids in two other units; these hydrogen bonds are cyclic involving eight atoms ‐(N‐H(exo)…O(keto)‐C‐O‐H…O(urea)‐C)‐. Only one carboxylic acid group per molecule takes part in these hydrogen bonds, the other forms a short, 2.490(7) Å, internal bond to the acceptor keto oxygen atom. N(H)…O bonds range from 2.930(7) to 3.206(7) Å, O(H)…O is 2.475(6) Å. In the complex urea, II each urea is hydrogen bonded to three different host molecules and vice versa; the urea “endo” hydrogen atoms bond to the ether oxygen atoms, while both “exo” hydrogen atoms take part in cyclic hydrogen bonds to carboxylic acids. There is not internal hydrogen bond. N(H)…O bonds range from 2.83 to 3.26(2) A and the O‐…O bonds are 2.55 and 2.56(2) Å.
The formation of 2,3‐disubstituted thiazolidin‐4‐ones from s‐α'‐aminomercaptoacetic acid derivatives
Authors: Tierney John 
Published: March 2009

AbstractVariously substituted N‐benzylidineanilines rapidly react with thioglycolic acid to generate S‐α'‐aminomercaptoacetic acid derivatives. The latter subsequently cyclize to the corresponding 2,3‐diarylthiazolidin‐4‐ones. Kinetics for the first order cyclization reaction in the solvents toluene, carbon tetrachloride and nitrobenzene have been obtained over the temperature range 333 K to 383 K and are in accord with a neutral, but geometrically complex transition state.
Synthèse et étude de modèles de NADH à noyaux accolés en série pyrrolo[2,3‐b] et [3,2‐b]pyridines
Authors: Monnet Marie Odile , Fauret Thierry , Levacher Vincent , Dupas Georges , Bourguignon Jean , Quéguiner Guy 
Published: March 2009

AbstractDes dérivés pyrrolo[2,3‐b] et [3,2‐b]pyridiniques précurseurs de modèles annelés du NADH ont été préparés. Plusieurs méthodes de construction d'un cycle pyridinique accolé ont été utilisées au départ de dérivés de l'amino‐2 ou −3 pyrrole. Le passage aux structures dihydropyridiniques correspondantes a permis d'obtenir des réactifs modèles du NADH possédant une excellente réactivité et beaucoup plus stables que les modèles habituellement utilisés.
Organic phosphorus compounds. Part 3. Synthesis of 5‐fluorosubstituted benzothiazolylbenzylphosphonates
Authors: Yoshino Kohichiro , Hori Noriyuki , Hori Manabu , Morita Tominori , Tsukamoto Goro 
Published: March 2009

AbstractThe regio specific synthesis of 5‐fluorobenzothiazoles 14 has been accomplished by using difluorothiobenzanilides 13 as a key intermediate. Through this method, 5‐fluorosubstituted fostedil 3 and its derivatives were synthesized and evaluated coronary vasodilator activity.
A new synthesis of pyrazolo[1,5‐d][1,2,4]triazines from pyrazolecarboxylic acid hydrazides and carbonyl compounds. I
Authors: Tihanyi E. , Gál M. , Fehér Ö. , Dvortsák P. 
Published: March 2009

AbstractPyrazolo[1,5‐d][1,2,4]triazines were synthesized from pyrazolecarboxylic acid hydrazides and carbonyl compounds. Pyrazolecarboxylic acid N‐phenylhydrazide (1c) and formaldehyde gave not only the expected 4hn but 5, respectively. The methyl substituted hydrazides with acetone afforded hydrazones, pyrazolotriazines or 13 depending on the position of the substituents. The reduction of both products yielded pyrazolecarboxylic acid hydrazides.
Reaction of N‐hydroxymethylsaccharin with aliphatic carboxylic acid derivatives: Synthesis of N‐acylsaccharins and N‐(saccharinylmethyl) aliphatic carboxylates
Authors: Choi Sam‐Young , Lee Sang‐Gyeong , Yoon Yong‐Jin , Kim Kyu‐Wan 
Published: March 2009

AbstractN‐Acylsaccharins and N‐(saccharinylmethyl)aliphatic carboxylates were synthesized from N‐hydroxymeth‐ylsaccarin and aliphatic carboxylic acid chlorides (or anhydrides).
Oxidation of 2‐amino‐4‐methylphenol in acidic medium
Authors: Bolognese Adele , Liberatore Rosa , Schäfer Wolfram 
Published: March 2009

AbstractThe oxidation of 2‐amino‐4‐methylphenol 1, by ferricyanide, in acetic acid yields benzoquinonimine 2, phenoxazinonimine 3 and 4, triphenodioxazines 5 and phenoxazinone 6. The reaction mechanism seems to start with an electrophilic substitution of the quinonimine, from 1, on the electron rich 1, rather than with a nucleophilic attack of 1 on the arising quinonimine.
Dérivés de l'imidazo[2,l‐b]thiazole. IX. Comportement du phénacyl‐3 dihydro‐5,6 imidazo[2,1‐b]thiazole et du phénacylidène‐3 tétrahydro‐2,3,5,6 imidazo[2,1‐b]thiazole vis‐à‐vis du chlorhydrate d'hydroxylamine
Authors: Hablouj Mustapha , Robert Jean‐François , Vebrel Joël 
Published: March 2009

AbstractL'action du chlorhydrate d'hydroxylamine sur deux imidazothiazoles possédant un carbonyle cétonique conduit à deux types de composés selon la quantité d'acétate de sodium mise en oeuvre. Un halohydrate de phénacyl‐3 dihydro‐5,6 imidazo[2,1‐b]thiazole donne logiquement naissance à l'oxime correspondante, isolée sous forme de sel ou de base selon la quantité d'ions acétates introduite. De plus, il se produit systématiquement un réarrangement allylique par migration de la double liaison du cycle thiazole en une position juxtanucléaire. Le phénacylidène‐3 tétrahydro‐2,3,5,6 imidazo[2,1‐b]thiazole, en l'absence d'acétate de sodium, donne directement le sel de l'oxime réarrangée. Par centre, en présence d'acétate de sodium, on isole une hydroxylamine, caractérisée par le retour de la double liaison en 2,3 du cycle thiazole. II est remarquable qu'il n'ait pas été possible de transformer cette hydroxylamine en oxime et vice‐versa quelle que soil la nature du milieu réactionnel (acide ou basique). Ces différents composés ne présentent pas d'activité fongistatique contrairement aux cétones dont ils sont issus.