bluuebunny/crossref_metadata_2025_split huggingface dataset:
Mesoionic dimethyl derivatives of some 1,2,4‐triazinones. The course of the reaction of 3,5‐dimethoxy, 3‐methoxy‐5‐methylthio, 5‐methoxy‐3‐ methylthio and 3,5‐bis(methylthio)‐1,2,4‐triazine with methyl iodide
Authors: Pískala Alois , Gut Jiří , Fiedler Pavel , Masojídková Milena , Šaman David , Liboska Radek 
Published: March 2009

AbstractTreatment of 3,5‐dimethoxy‐1,2,4‐triazine (1a) with methyl iodide was found to give depending on the reaction time triazinium iodide 2a, triaziniumolates 4a and 6a as well as methoxytriazinones 7a and 8a. Thermolysis of 2a gave triaziniumolates 4a and 6a. Reaction of 2a, 4a or methoxytriazinone 9a with methyl iodide in acetonitrile yielded as the sole product 6a. Reaction of 3‐methoxy‐5‐methylthio‐1,2,4‐tri‐azine (1b) with methyl iodide gave triazinium iodide 2b and methylthio triazinone 7b. Hydrolysis of 2a,b afforded 4a. Reaction of 5‐methoxy‐3‐methylthio‐1,2,4‐triazine (1c) with methyl iodide gave triazinium iodide 2c, triaziniumolate 4b, triazinium iodide 5b and triazinone 8b. Hydrolysis of 2c yielded 4b and its thermolysis gave a mixture of 4b and 5b. Reaction of 2c, 4b and triazinone 9b with methyl iodide afforded 5b. Treatment of 3,5‐bis(methylthio)‐1,2,4‐triazine (1d) with methyl iodide was found to give a mixture of N1 and N2 methiodides 2d and 3d which gave on hydrolysis 4b and 8b, respectively. Methylation of 6‐methyl derivatives 1c‐g gave analogous results, however the proportions of N1 methylated products were lower and the reaction rates higher in comparison to their respective lower homologues 1a,c,d. The structures of the mesoionic dimethyl derivatives were assigned from uv, ir, 1H nmr and electron impact mass spectra. The structural assignments were eventually confirmed by quantum chemical calculations of net charge distributions, bond lengths and ipso angles of the C5O bonds.
Synthesis of representative 10‐aryl‐, 10‐aralkyl‐ and 10‐heteraryl‐9H‐naphtho[1′,2′:4,5]thiazolo[3,2‐b]‐ [1,2,4]triazin‐9‐ones as potential anti‐HIV agents
Authors: Liu Kang‐Chien , Shih Bi‐Jane , Lee Chuen‐Hsiang 
Published: March 2009

AbstractTo prepare the title compounds, cyclocondensation of 1‐amino‐2‐iminonaphtho[1,2‐d]thiazole (2) with some representative glyoxylic acid derivatives was investigated. Heating 2 with methyl phenylglyoxylate (3a) in methanol afforded only the open chain intermediates 4a,b. However, when this reaction was performed in re‐fluxing glacial acetic acid, the expected compound, 10‐phenyl‐9H‐naphtho[1′,2′:4,5]thiazolo[3,2‐b][1,2,4]‐ triazin‐9‐one (5a) was produced in 27% yield. Similar treatment of 2 with benzyl‐, 2‐furyl‐ and 2‐thienylgly‐oxylic acids 3b‐d gave the corresponding 10‐benzyl‐, 10‐(2‐furyl)‐ and 10‐(2‐thienyl)‐9H‐naphtho[1′,2′:4,5]thi‐azolo[3,2‐b][1,2,4]triazin‐9‐ones 5b‐d in 48–67% yields. As by‐products, 9‐benzoyl‐ and 9‐(2‐thenoyl)naphtho‐[1′,2′:4,5]thiazolo[3,2‐b][1,2,4]triazoles 6a,d were also isolated. Compound 5a was selected for in vitro anti‐HIV evaluation but found to be inactive.
Synthesis of a new series ofN‐substituted‐3‐[l‐alkyl(aryl)‐ 4‐piperidyl]azetidin‐2‐ones as possible muscarinic agents
Authors: Cignarella Giorgio , Villa Stefania , Barlocco Daniela 
Published: March 2009

AbstractA new series ofN‐substituted‐3‐[1‐alkyl(aryl)‐4‐piperidyl]azetidin‐2‐ones2a‐jstructurally related to the previously reported 2,7‐diazaspiro[3.5]nonan‐1‐ones1have been synthesized and tested for their activity as muscarinic agents, bothin vitroandin vivo. Preliminary pharmacological results showed that compounds2are devoid of significant cholinergic properties.
Conversion of 4‐amino‐4H‐1,2,4‐triazole to 1,3‐bis(1H‐azol‐l‐yl)‐2‐aryl‐2‐propanols and 1‐phenacyl‐4‐[(benzoyl or 4‐toluenesulfonyl)‐imino]‐(1H‐1,2,4‐triazolium) Ylides
Authors: Narayanan Anjana , Chapman David R. , Upadhyaya Subhash P. , Bauer Ludwig 
Published: March 2009

AbstractA series of 1,3‐bis(1H‐azol‐1‐yl)‐2‐aryl‐2‐propanols17were synthesized in an one‐pot procedure by reacting l‐aryl‐2‐(1H‐1,2,4‐triazol‐l‐yl)‐ or l‐aryl‐2‐(1H‐imidazol‐l‐yl)ethanones with dimethylsulfoxonium methide in the presence of either 1,2,4‐triazole or imidazole. The aromatic groups in17were either 4‐bromo‐, 4‐chloro‐, 2,4‐dichloro‐ or 2,4‐difluorophenyl. 4‐Amino‐4H‐1,2,4‐triazole was acylated with either benzoyl or 4‐toluene‐sulfonyl chloride to afford [4‐(benzoyl or 4‐toluenesulfonyl)amino]4H‐1,2,4‐triazole. Subsequent alkylations with 4‐bromo‐ or 4‐chlorophenacyl bromide produced 1‐(4‐bromo‐ or 4‐chlorophenacyl)‐4‐[(benzoyl‐ or 4‐toluenesulfonyl)amino]‐1H‐1,2,4‐triazolium bromides. Neutralizations of these salts provided the corresponding ylides.
Nitrogen bridgehead compounds. Part 85. Synthesis and reactivity of 3,4‐dihydro‐1H,6H[1,4]oxazino[3,4‐b]quinazolin‐6‐ones
Authors: Hermecz István , Szilágyi Ildikó , Orfi László , Kökösi József , Szász György 
Published: March 2009

Abstract3,4‐Dihydro‐1H,6H‐[1,4]oxazino[3,4‐b]quinazolin‐6‐one 3 and its 1‐methyl and 1‐hydroxy derivatives 8 and 13 were prepared by different routes. The active methylene group of compound 3 was reacted with electro‐hilic reagents (bromine, phenyldiazonium chloride, nitrous acid, a Vielsmeier‐Haack reagent, aromatic aldehydes and diethyl oxalate) to yield 1‐substituted‐3,4‐dihydro[1H,6H)‐1,4‐oxazino[3,4‐b]quinazo‐lin‐6‐ones. The reactivity of 1‐hydroxy and 1‐bromo derivatives 13 and 15 were also investigated in some reactions. The 3,4‐dihydro‐lH,6H‐[1,4]oxazino[3,4‐b]quinazolin‐6‐ones were characterized by means of uv, 1H and 13C nmr spectroscopy.
Stereoselective synthesis of 3‐azido‐2,3‐dideoxy‐D‐ribose derivatives and its utilization for the synthesis of anti‐HIV nucleosides
Authors: Jeong Lak S. , Beach J. Warren , Chu Chung K. 
Published: March 2009

AbstractDetail account of the synthesis of 3′‐azido nucleosides utilizing 3‐azido‐2,3‐dideoxy‐D‐ribose derivative 7 as the key intermediate was described. The key intermediate 7 was synthesized from D‐mannitol in 8 steps in a preparative scale. The Michael reaction of the azide group with α,β‐unsaturated‐γ‐butyrolactone 4 was affected by the steric bulkiness of the substituent at the 5‐O position. A bulky t‐butyldiphenylsilyl substitution at 5‐O gave almost exclusively the α‐azido adduct 5b, while unsubstitution at 5‐O produced 1:1 mixture of α‐and β‐adducts. The ratio of α to β anomers in the condensation between azido acetate 7a and pyrimidine bases for the preparation of AZT and AZDU was greatly influenced by the solvent and the Lewis acid catalyst used. In the synthesis of 12 (AZDU, CS‐87), the combination of dichloroethane and trimethylsilyl triflate gave an optimal result, while in the case of 14 (AZT), various conditions gave similar ratio of α,β anomers. The azido intermediate 7b was also utilized for the synthesis of several 3′‐azido purine‐like nucleosides 16–27. The glycosylation was also affected by the Lewis acid catalyst. Boron trifluoride etherate gave the desired N1‐glycosylated compounds in which the α‐anomer was major, but other catalysts such as trimethylsilyl triflate or stannic chloride produced N2‐glycosylated compounds as the major products. The newly synthesized purine‐like compounds have been tested against HIV, however, none of them showed any significant activity.
An influence of a basic side chain moiety on the tautomer ratio between the enamine and methylene imine forms in azole condensed quinoxalines
Authors: Kurasawa Yoshihisa , Matsumoto Yuko , Ishikura Aiko , Ikeda Kazue , Hosaka Tomoyoshi , Takada Atsushi , Kim Ho Sik , Okamoto Yoshihisa 
Published: March 2009

AbstractThe reaction of 7‐chloro‐4‐(2‐cyano‐2‐hydroxyvinyl)tetrazolo[1,5‐α]quinoxaline 2a with 4‐aminopyridine, p‐toluidine or p‐aminophenol gave 7‐chloro‐4‐(4‐pyridylcarbamoylmethylene)‐4,5‐dihydrotetrazolo[1,5‐α]‐quinoxaline 7a, 7‐chloro‐4‐(p‐tolylcarbamoylmethylene)4, 5‐dihydrotetrazolo[1,5‐α]quinoxaline 8a or 7‐chloro‐4‐(p‐hydroxyphenylcarbamoylmethylene)‐4,5‐dihydrotetrazolo[1,5‐α]quinoxaline 9a, respectively. The reaction of 7‐chloro‐4‐(2‐cyano‐2‐hydroxyvinyl)‐1,2,4‐triazolo[4,3‐α]quinoxaline 2b with 4‐aminopyridine, p‐toluidine or p‐aminophenol afforded 7‐chloro4‐(4‐pyridylcarbamoylmethylene)‐4,5‐dihydro‐1,2,4‐triazolo‐[4,3‐α]quinoxaline 7b, 7‐chloro‐4‐(p‐tolylcarbamoylmethylene)‐4,5‐dihydro‐1,2,4‐triazolo[4,3‐α]quinoxaline 8b or 7‐chloro‐4‐(p‐hydroxyphenylcarbamoylmethylene)‐4,5‐dihydro‐1,2,4‐triazolo[4,3‐α]quinoxaline 9b, respectively. The reaction of compound 2a with 2‐aminopyridine or 3‐aminopyridine provided 7‐chloro‐4‐(2‐pyridyl‐carbamoylmethylene)‐4,5‐dihydrotetrazolo[1,5‐α]quinoxaline 10 or 7‐chloro‐4‐(3‐pyridyl‐carbamoylmethylene)‐4,5‐dihydrotetrazolo[1,5‐α]quinoxaline 11, respectively. Compounds 7a,b(4‐pyridylcarbamoyl) predominated as the enamine tautomer A in a trifluoroacetic acid solution, while compounds 8a,b (p‐tolylcarbamoyl) and compounds 9a,b (p‐hydroxyphenylcarbamoyl) coexisted as the enamine A and methylene imine B tautomers in a trifluoroacetic acid solution. Moreover, the ratio of the enamine tautomer A elevated in an order of compound 11 (3‐pyridylcarbamoyl), compound 10 (2‐pyridylcarbamoyl) and compound 7a (4‐pyridylcarbamoyl), reflecting an order of the increase in the pKa values of the aminopyridine side chain moieties. In general, the ratio of the enamine tautomer A was higher in the basic carbamoyl derivatives 7–11 than in the neutral ester derivatives 3a,b. From these results, the basic side chain moiety of the tetrazolo[1,5‐α]quinoxalines 7a‐11 or 1,2,4‐triazolo[4,3‐α]quinoxalines 7b‐9b was found to increase the ratio of the enamine tautomer A in trifluoroacetic acid media.
Synthesis of 2H‐pyrano[2,3‐b]quinolines. Part I
Authors: Cziáky Zoltán , Sebők Péter 
Published: March 2009

Abstract3,4‐Dihydro‐2H‐pyrano[2,3‐b]quinolines 5a‐e and 2H‐pyrano[2,3‐b]quinolines 10a‐c were synthesised starting from the appropriate ω‐chloro‐n‐valeroylanilides 2a‐e. Compounds 10a‐c were transformed to analogs of the novel antihypertensive agent Cromakalim (1).
Some nitro derivatives of 1,4‐benzodioxino[2,3‐b]pyridine. Crystal and molecular structure of 2,7,8‐trinitro‐1,4‐benzodioxino[2,3‐b]pyridine
Authors: Piórko Adam , Christie Sean , Crook Michelle , Sampson Peter 
Published: March 2009

AbstractThe electrophilic nitration of 1,4‐benzodioxino[2,3‐b]pyridine 1 with nitric acid in sulfuric acid has been studied. Some of the products of nitration including 7‐ and 8‐nitro derivatives 2a and 2b, respectively, 7,9‐, 7,8‐ and 6,8‐dinitro derivatives 3a, 3b and 3c, respectively, and 2,7,8‐trinitro derivative 4 have been isolated and characterized. The structure of isomers have been assigned for derivatives 3b and 4 while tentative structures have been proposed for the other products. The cyclopentadienyliron complex of 1 gives the same reaction products under similar conditions while for some other milder nitrating reagents no reaction was observed. 2,7,8‐Trinitro‐1,4‐benzodioxino[2,3‐b]pyridine 4 crystallizes in the monoclinic system, space group P21/c; the dihedral angle between the planes of outer rings was found to be 174.65(8) degrees. The planes of the nitro groups have been found to be rotated with respect to the appropriate pyri‐dine and benzene ring planes by 11.13(11) degrees for the 2‐nitro group and 47.56(9) and 29.80(9) degrees for the 7‐nitro and 8‐nitro groups, respectively.
Studies on isocyanides and related compounds. An unusual synthesis of imidazolyloxazolones
Authors: Bossio Ricardo , Marcaccini Stefano , Pepino Roberto , Paoli Paola 
Published: March 2009

AbstractThe reaction between ethyl (Z)‐3‐dimethylamino‐2‐isocyanoacrylate (1) and arenesulfenyl chlorides 6a‐c afforded the unexpected imidazolyloxazolones 7a‐c. The structure of compounds 7a‐c was in agreement with their 1H nmr, ir and ms data and was confirmed by X‐ray analysis of 7a.
On triazoles. XXXIV. The correct structure of the ethoxycarboxylated 5‐amino‐1H‐1,2,4‐triazole and its product with hydrazine
Authors: Reiter József 
Published: March 2009

AbstractThe structure of the ethoxycarboxylated product of 5‐amino‐1H‐1,2,4‐triazole and its hydrazide was corrected using their ir, pmr, cmr and mass spectra.
Annulation reactions of 3‐aminoisoquinolin‐l(2H)‐one. Synthesis of pyrimido[1,2‐b]isoquinolines, pyrido‐[2,3‐c]isoquinolines and pyrrolo[2,3‐c]isoquinolines
Authors: Deady Leslie W. , Quazi Nurul H. 
Published: March 2009

AbstractReactions of the title compound with the malonic acid derivatives diethyl ethoxymethylenemalonate (EMME), ethyl ethoxymethylenecyanoacetate (EMCA) and ethoxymethylenemalononitrile (EMMN) are reported. Condensations occur at the amino group or C‐4, depending on conditions and the former intermediate was successfully cyclized to the pyrimido[1,2‐b]isoquinoline system. Reactions with 2,4‐pentanedione and p‐bromophenacyl bromide gave only the angular systems, pyrido[2,3‐c]isoquinoline and pyrrolo[2,3‐c]isoquin‐oline, respectively.
Synthesis of unsymmetrically substituted 4H‐1,2,4‐triazoles
Authors: Carlsen Per H. J. , Jørgensen Kåre B. 
Published: March 2009

AbstractA general method was developed for the synthesis of unsymmetrically 3,5‐disubstituted 4H‐1,2,4‐tria‐zoles (Ph, H or Ph, CH3) with allyl or benzyl groups in the 4‐ring position. The reaction of the corresponding 3,5‐disubstituted 1,3,4‐oxadiazoles with allylamine or benzylamine gave the desired compounds. The oxadiazoles were prepared by heating at 100° N,N'‐diacylhydrazines with phosphorus pentoxide.
Mono‐, and dibenzacridine imines. Synthesis of 1a,11b‐ dihydrobenz[c]azirino[α]acridine, 4b,5a‐dihydrodibenz[c,h]‐ azirino[α]acridine and 1a,13b‐dihydrodibenz[c,j]azirino[α]acridine
Authors: Bazanov Nina , Dayan Yael , Blum Jochanan , Harvey Ronald G. 
Published: March 2009

AbstractThe syntheses of the K‐imine derivatives of benz[c]acridine, dibenz[c,h]acridine and dibenz[a,h]acridine are described. The parent hydrocarbons 1, 6 and 11 were oxidized with sodium hypochlorite under phase transfer conditions to the corresponding K‐oxides 4,9 and 14, which in turn were reacted with sodium azide. The resulting azido alcohols were then cyclized with tributylphosphine to the title compounds 5,10 and 15.
Synthetic exploitation of the ring‐opening of 3,4‐dinitrothiophene. Part 4. Synthesis of 1,4‐disubstituted 3‐hydroximino‐2‐nitro‐1‐butenes and their cyclization to 4‐nitroisoxazoles
Authors: Dell'Erba Carlo , Novi Marino , Petrillo Giovanni , Stagnaro Paola 
Published: March 2009

AbstractThe reduction of a single nitrovinyl moiety in 1,4‐dialkyl‐ and 1,4‐diaryl‐2,3‐dinitro‐1,3‐butadienes 1 with stannous chloride dihydrate in ethyl acetate furnishes the corresponding 3‐hydroximino‐2‐nitro‐l‐butenes 4 in satisfactory yields. The oxidative cyclization of the latter compounds gives variable yields of 3,5‐disubsti‐tuted 4‐nitroisoxazoles 5, most likely arising from aromatization of the corresponding 4,5‐dihydroisoxazoles, formed through an intramolecular Michael addition of the hydroximino group in 4 to the nitroalkene functionality. In the case of the l‐naphthyl derivative 4d such oxidative cyclization mainly leads to the competitive formation of 3‐[(l‐naphthyl)methyl]‐2‐nitrobenzo[f]quinoline N‐oxide 7.
Steric interactions in 2‐substituted imidazoles. The molecular structure of 1‐methyl‐2‐phenylimidazole and 1‐methyl‐4‐phenylimidazole
Authors: Hallows Wendy A. , Carpenter Gene B. , Pevear Karen A. , Sweigart D. A. 
Published: March 2009

AbstractThe crystal and molecular structures are reported for two isomeric imidazoles: 1‐methyl‐2‐phenylimida‐zole (1) and 1‐methyl‐4‐phenylimidazole (2). In molecule 2 the phenyl ring is rotated by 7.3° from the het‐erocyclic plane due to steric interactions. The steric congestion is much more severe in 1, with the adjacent methyl and phenyl substituents mininizing nonbonded interactions via a 32.3° rotation of the phenyl ring and a 0.159 Å displacement of the methyl carbon from the heterocyclic plane.
A study of the photochemically induced electron‐transfer reactions between pyridinedicarbonitriles and primary and secondary aliphatic amines
Authors: Bernardi Rosanna , Caronna Tullio , Poggi Gabriella , Vittimberga Bruno M. 
Published: March 2009

AbstractA study on the photochemically induced electron‐transfer from primary and secondary aliphatic amines as donors to pyridinedicarbonitriles as the acceptor is reported. A comparison between the substitution positions and the spin density distributions, obtained via theoretical calculations using the 6‐31+G basis set, shows some discrepancies, and forms the basis of a hypothesis on the mechanism of the reaction.
Mannich reactions of carbonyl compounds and enamines with benzotriazole as the NH component
Authors: Katritzky Alan R. , Galuszka Barbara , Rachwal Stanislaw , Black Michael 
Published: March 2009

AbstractBoron trifluoride catalyses reactions of 1‐(hydroxymethyl)benzotriazole with ketones to give predominantly monosubstituted Mannich products. In unsymmetrical ketones, a methylene is slightly more reactive than a methyl group. For 1,3‐diketones and diethyl malonate, substitution occurs on the central methylene group. β‐Aminocrotononitrile and β‐aminocrotonate undergo Mannich condensations with benzotri‐azole and formaldehyde without any catalyst. Preliminary investigations of the reactivity of the Mannich bases thus obtained are reported.
Cyclazines and topological resonance energies
Authors: Kurihara Teruo , Kerim Ablikim , Ohta Akihiro 
Published: March 2009

AbstractThe resonance energies and magnetic properties of cyclazines such as pyrido[2,1,6‐cd]quinolizine (1) and pyrido[2,1,5‐de]quinolizine (6) were calculated by means of Aihara's TRE. Consequently, cycl[3.2.2]azines and cycl[3.3.3]azines were predicted to be aromatic, while cycl[4.3.2]azines were predicted to be anti‐aromatic.
Oxidative halogenation of substituted pyrroles with Cu(II). Part IV. Bromination of 2‐(2′‐hydroxybenzoyl)pyrrole. A new synthesis of bioactive analogs of monodeoxypyoluteorin
Authors: Petruso Salvatore , Bonanno Silvana , Caronna Sergio , Ciofalo Maurizio , Maggio Benedetta , Schillaci Domenico 
Published: March 2009

AbstractThe selective bromination with copper(II) bromide of the pyrrole ring in 2‐(2′‐hydroxybenzoyl)pyrrole II in the heterogeneous phase is described giving in almost quantitative yield the 4,5‐dibromo derivative VI. The subsequent introduction of halogen into the phenol moiety was observed when the reaction was performed in the homogeneous phase with an excess of halogenating agent. The pentabromo derivative IX, a compound very active against Staphylococcus aureus (mic = 17 nmoles per dm−3), was obtained by exhaustive bromination of the title compound. Poor yields of chloro derivatives of II were obtained by reaction of the parent compound with copper(II) chloride.
Synthesis of p‐aminobenzamides of aminopiperidazines as potential antiarrhythmic agents
Authors: Kornet M. J. , Ali K. Abdul‐Nabi , Steinberg Mitchell I. 
Published: March 2009

Abstract1,2‐Dimethyl‐4‐aminopiperidazine (4), 1‐(2‐aminoethyl)2‐methylpiperidazine (11), 2‐(2‐aminoethyl)‐3‐meth‐yl‐2,3‐diazabicyclo[2.2.1]heptane (16), and 1,2‐dimethyl‐3‐aminomethylpiperidazine (21) have been synthesized. Amines 4, 11, and 16 were converted to the corresponding p‐nitrobenzamides 7,12, and 17. Catalytic reduction of the latter nitro derivatives gave the corresponding p‐aminobenzamides 8,13, and 18. For comparative studies, the acyclic analog, 4‐amino‐N[2‐(1,1,2‐trimethylhydrazino)ethyl]benzamide (25) was also synthesized. Compounds 8,13 and 25 which are analogs of procainamide were evaluated in the isolated cardiac Purkinje fiber preparation by measuring their effects on the action potential upstroke velocity.
A possible pathway for the reaction of triethyl (1‐methylindol‐2‐yl)borate with cationic electrophiles in the presence of cuprous cyanide
Authors: Ishikura Minoru , Terashima Masanao 
Published: March 2009

AbstractOn the preferential formation of 3‐substituted indoles from triethyl (1‐methylindol‐2‐yl)borate in the presence of cuprous cyanide and cationic electrophiles, it was supposed that the reaction seems to proceed through a transposition path from boron to copper.
Carbazole synthesis via an in situ trapping strategy with indolyl enol ethers
Authors: Pindur Ulf , Rogge Martina , Rehn Carsten , Massa Werner , Peschel Beate 
Published: March 2009

AbstractIndolyl enol ethers, generated from the alkoxy(indolyl)carbenium tetrafluoroborates 1 by treatment with sodium hydride, can be trapped with dimethyl acetylenedicarboxylate or N‐phenylmaleimide to furnish the selectively functionalized carbazoles 3,4,5,9,10, and 13. In addition, the biaryl derivatives 6 and 11 are produced by a ring‐opening reaction of the primarily formed Diels‐Alder adduct. In the case of the biaryl derivative 6, an X‐ray crystal structure analysis yields valuable information on constitutions and configurations in the biaryl series. The phenomenon of atropisomerism is discussed for this compound.
On triazoles. XXXIII. The reaction of potassium triazolyldithiocarbonates with dihaloalkanes
Authors: Pongó LÁSzló , Sohár PÁL , Reiter JÓZsef , Dvortsák Péter , Bujtás György 
Published: March 2009

AbstractThe reaction of potassium (5‐amino‐3‐Q‐1,2,4‐triazolyl)dithiocarbonates 2 with 1,ω‐dihaloalkanes 7‐10 to yield ω‐haloalkyldithiocarbonates 11‐12, ω‐alkylene‐bis(dithiocarbonates) 13‐15 and different by‐products as the corresponding 7,8‐dihydro[1,2,4]triazolo[1,5‐c][1,3,5]thiadiazepine‐5(9H)‐thione (16), 7,8,9,10‐tetrahy‐dro[1,2,4]triazolo[1,5‐c][1,3,5]thiadiazocine‐5‐thione (17) and 1,7‐dihydro‐5H‐1,2,4‐triazolo[1,5‐c][1,3,5]thiadi‐azine‐5‐thione (22) derivatives all three representing novel ring systems were obtained. Repeating the reactions with dipotassium salts 3 the corresponding iminodithietans 18, imino‐1,3‐dithiolanes 19 and imino‐1,3‐dithianes 20 were obtained. Unexpectively, the imino‐1,3‐dithiolanes (19) rearranged to the corresponding thiazolidines 24‐27 under rather mild conditions. A possible mechanism is proposed for this rearrangement.
Furo[3,2‐e]pyrrolo[1,2‐α][1,4]diazepine and derivatives
Authors: Chédru Christophe , Decroix Bernard , Morel Jean , Povazanec Frantisek 
Published: March 2009

AbstractThe 5,10‐dihydro‐4H‐furo[3,2‐e]pyrrolo[1,2‐α][1,4]diazepin‐5‐one (7) and furo[3,2‐e]pyrrolo[1,2‐α][1,4]diaze‐pine (10) are synthesized from suitable isocyanates 3a,b in acetic acid. The reactivity of 10 (C‐ and N‐alkyla‐tion) is investigated.
Syntheses of substituted 2‐(1‐methyl‐5‐nitro‐2‐benzimidazolyl)quinolines
Authors: Alimohammadi F. , Abedifard S. , Shafiee A. 
Published: March 2009

AbstractReaction of N‐methyl‐2‐amino‐4‐nitroaniline (1) with lactic acid afforded 2‐(1‐hydroxyethyl)‐1‐methyl‐5‐nitrobenzimidazole (2). Oxidation of compound 2 with chromic acid in acetic acid gave 2‐acetyl‐1‐methyl‐5‐nitrobenzimidazole (3). Reaction of compound 3 with substituted 2‐aminobenzaldehyde (4) under basic conditions yielded substituted 2‐(1‐methyl‐5‐nitro‐2‐benzimidazolyl)quinolines (5). Condensation and cyclization of o‐aminoacetophenone (or substituted o‐aminobenzophenones) with compound 3 under acetic condition afforded compound 7. Condensation and cyclization of compound 1 with indole‐3‐carboxaldehyde (11) in ethanol in the presence of excess nitrobenzene gave 3‐(1‐methyl‐5‐nitro‐2‐benzimidazolyl)indole (12).
Reactions on the dimethylphenylbenzacridinones. VI. Hydrogenation of ortho‐nitrophenyl derivatives
Authors: Martínez Roberto , Eduardo Cortée C. , Olivia Salazar E. , Irma Linzaga E. 
Published: March 2009

AbstractCatalytic hydrogenation of o‐nitrophenylbenz[a], benz[c], dibenz[a,h] and dibenz[a,g]acridinones using Pd/C as catalyst, at 60 psi of pressure, gave the hiterto unknown benzoquinoacridine N‐oxides and benzo‐pyranonaphthyridine N‐oxides. The structure of all products was corroborated by ir, 1H‐ and 13C‐nmr and mass spectra data.