bluuebunny/crossref_metadata_2025_split huggingface dataset:
On the orientation in lithiation and bromination of dithieno[3,4‐b:3′,2′‐d]pyridine
Authors: Gronowitz Salo , Hörnfeldt Anna‐Britta , Temciuc Ecaterina 
Published: March 2009

AbstractThe 3‐position of dithieno[3,4‐b:3′,2′‐d]pyridine was found to be most reactive with regard to lithiation, bromination and halogen‐metal exchange. The lithium compounds were trapped as the formyl derivatives by reaction with N,N‐dimethylformamide.
The investigation of the mannich reaction of 4,5‐dimethyl‐1,2‐dithiole‐3‐thione
Authors: Vaccher Claude , Berthelot Pascal , Debaert Michel 
Published: March 2009

Abstract4,5‐Dimethyl‐1,2‐dithiole‐3‐thione 1 reacts with primary amines and formaldehyde to give the mono‐, retro‐, bis‐Mannich bases in moderate yield.
Synthesis of 3‐alkoxycarbonylaminomethylcarbonylamino‐4‐benzoyl‐1,2‐dihydropyridines and their cyclization to 5‐phenyl‐1,3,8,9‐tetrahydro‐2H‐pyrido[3,4‐e]‐1,4‐diazepin‐2‐ones
Authors: Fiakpui Charles Y. , Arora Vinod K. , Knaus Edward E. 
Published: March 2009

AbstractThe regiospecific reaction of 3‐benzyloxycarbonylaminomethylcarbonylamino‐4‐benzoylpyridine (6a), or 3‐t‐butoxycarbonylaminomethylcarbonylamino‐4‐benzoylpyridine (6b), with either acetyl chloride or ethyl chloroformate, and either n‐butylmagnesium chloride or phenylmagnesium bromide afforded the respective 1‐acetyl (or ethoxycarbonyl)‐2‐n‐butyl (or phenyl)‐3‐benzyloxy (or t‐butoxy) carbonylaminomethylcarbonylami‐no‐4‐benzoyl‐1,2‐dihydropyridines 7 in 60‐75% yield. Reaction of 1‐acetyl (or ethoxycarbonyl)‐2‐n‐butyl (or phenyl)‐3‐t‐butoxycarbonylaminomethylcarbonyl‐4‐benzoyl‐1,2‐dihydropyridines 7b, 7f, 7d, 7h with trifluoroacetic acid gave the corresponding 5‐phenyl‐8‐acetyl (or ethoxycarbonyl)‐9‐n‐butyl (or phenyl)‐1,3,8,9‐tetrahydro‐2H‐pyrido[3,4‐e]‐1,4‐diazepin‐2‐ones 8a, 8b, 8c, 8d respectively in 45–63% yield. N1‐Methylation of 5‐phenyl‐8‐acetyl‐9‐n‐butyl (or phenyl)‐1,3,8,9‐tetrahydro‐2H‐pyrido[3,4‐e]‐1,4‐diazepin‐2‐ones 8a, 8b using sodium hydride and iodomethane yielded the corresponding N1‐methyl derivatives 9a (48%) and 9b (54%). Oxidation of 5,9‐diphenyl‐8‐ethoxycarbonyl‐1,3,8,9‐tetrahydro‐2H‐pyrido[3,4‐e]‐1,4‐diazepin‐2‐one (8d) using p‐chloranil afforded 1,3‐dihydro‐5,9‐diphenyl‐2H‐pyrido[3,4‐e]‐1,4‐diazepin‐2‐one (10). 5‐Phenyl‐8‐acetyl‐9‐n‐butyl‐1,3,8,9‐tetrahydro‐2H‐pyrido[3,4‐e]‐1,4‐diazepin‐2‐one (8a) and the corresponding 8‐ethoxycarbonyl analog 8c exhibited weak anticonvulsant activity indicating that 8a and 8c may be acting at the same site as the 7‐halo‐1,4‐benzodiazepin‐2‐one class of compounds.
Structural study of methyl 2,6‐diphenyl‐N‐methyl‐4‐oxopiperidine‐3,5‐dicarboxylate enolic forms
Authors: Fernàndez M. J. , Casares J. M. , Gálvez E. , Bellanato J. 
Published: March 2009

AbstractThe methyl 2,6‐diphenyl‐1‐methyl‐4‐oxopiperidine‐3,5‐dicarboxylates 1 were synthesized by the Mannich procedure from methyl 3‐oxoglutarate, benzaldehyde and methylamine. Keto‐enol tautomerism as well as configurational isomerism at C‐2 were observed. The stereochemistry of the Ib and Ic enolic forms were determined by 1H and 13C nmr data.
Studies on pyrrolidinones. Synthesis of 2‐(5‐oxo‐2‐pyrrolidinyl)‐1,3,4‐oxadiazoles and 2‐(5‐oxo‐2‐pyrrolidinyl)benzimidazoles
Authors: Cauliez Pascal , Couturier Daniel , Rigo Benoît , Fasseur Dominique , Halama Patrice 
Published: March 2009

AbstractThe condensation of pyroglutamic acids with 1,2‐phenylenediamine leads to 2‐(5‐oxo‐2‐pyrrolidinyl)benzimidazoles and the cyclization of disilylated diacylhydrazines derived from the same acids gives 2‐(5‐oxo‐2‐pyrrolidinyl)‐1,3,4‐oxadiazoles. These compounds show weak antifungal activity.
Studies related to alkylations of enolate anions of 1,4‐benzodiazepinones
Authors: Fryer R. Ian , Pinto Julia C. , Upasani Ravindra B. 
Published: March 2009

AbstractTreatment of 1,4‐benzodiazepinone derivatives with a Wittig‐Horner reagent, led to the desired carboncarbon bond formation at the amide carbonyl carbon atom in reasonable yield. An examination of this reaction has shown that only secondary amides can be used, indicating that this process requires the amide proton. This observation would exclude the accepted mechanism for Wittig‐Horner type reactions (four membered spiro ring intermediate), and an alternate mechanism, that involves cleavage of the anion prior to addition of the reagent to substrate is proposed.
Natural product chemistry. Part 158. Reactions of ethyl 4‐hydroxy‐1‐methyl‐3‐quinolin‐2(1H)‐onecarboxylate with 1,4‐dibromo‐2‐methyl‐2‐butene
Authors: Reisch Johannes , Iding Marlies , Von Bassewitz Ingo 
Published: March 2009

AbstractEthyl 4‐hydroxy‐1‐methyl‐3‐quinolin‐2(1H)‐onecarboxylate (1) which is obtained conveniently by the condensation of N‐methylisatoic anhydride with diethyl malonate [4], was reacted with 1,4‐dibromo‐2‐methyl‐butene (2) to give the main products 3 and 4 and the dimeric derivatives 5 and 6.
Polycyclic N‐heterocyclic compounds. XLV. Synthesis of 4‐substituted 5,6‐dihydrobenzo[h]quinazolines and 6,7‐dihydro‐5H‐benzo[6,7]cyclohepta[1,2‐d]pyrimidines and their inhibitory activity on platelet aggregation
Authors: Sasaki Kenji , Sekiya Yuhki , Fujiwara Hideko , Ohtomo Hiromi , Nakayama Taiji , Hirota Takashi 
Published: March 2009

AbstractThe synthesis of 4‐substituted 5,6‐dihydrobenzo[h]quinazolines and 6,7‐dihydro‐5H‐benzo[6,7]cyclohepta‐[1,2‐d]pyrimidines with substituents which are an electron‐attracting group such as a nitrite, an amide, a thione, or a carboxyl group is described. Their inhibitory activity against collagen‐induced platelet aggregation was also investigated.
Synthesis of 5‐substituted 1‐aryl‐1H‐pyrazole‐4‐acetonitriles, 4‐methyl‐1‐phenyl‐1H‐pyrazole‐3‐carbonitriles and pharmacologically active 1‐aryl‐1H‐pyrazole‐4‐acetic acids
Authors: Menozzi Giulia , Schenone Pietro , Mosti Luisa , Mattioli Franceses 
Published: March 2009

AbstractLithium aluminum hydride reduction of 5‐substituted or unsubstituted ethyl or methyl 1‐aryl‐1H‐pyrazole‐4‐carboxylates gave, generally in excellent yields, 5‐substituted or unsubstituted 1‐aryl‐1H‐pyrazole‐4‐methanols which afforded the corresponding 1‐aryl‐4‐(bromomethyl)‐1H‐pyrazoles with hydrobromic acid in acetic acid solution. These crude intermediates gave by reaction with potassium cyanide in dimethylsulfoxide solution 1‐aryl‐1H‐pyrazole‐4‐acetonitriles only in the case of 5‐unsubstituted compounds, otherwise mixtures of 5‐substituted 1‐aryl‐1H‐pyrazole‐4‐acetonitriles and 4‐methyl‐1‐phenyl‐1H‐pyrazole‐3‐carbonitriles were generally obtained. Acetonitriles IIIa,b,i,l gave in excellent yields the corresponding 1‐aryl‐1H‐pyrazole‐4‐acetic acids Va,b,i,l by alkaline hydrolysis. Compounds Vb,i,l showed in the writhing test appreciable analgesic properties, associated with low acute toxicity; moreover, compound VI exhibited a statistically significant antiinflammatory activity in the carrageenan‐induced edema assay.
Synthesis of new 4‐quinolone‐type compounds in the benzo[b]thiophene series
Authors: Février B. , Dupas G. , Bourguignon J. , Quéguiner G. 
Published: March 2009

AbstractSome new derivatives of 1,4‐dihydro‐4‐oxo‐3‐pyridinecarboxylic acid (quinolone‐type compounds) 5 and 13 have been prepared in the benzo[b]thiophene series. The key step was the construction of the pyridine ring starting from 2‐aminobenzo[b]thiophene derivatives. The synthesis of amine 9, was performed by using an original “animation” reaction.
Electron impact ionization mass spectra of 2,4,5,5‐tetrasubstituted 1,2,4‐triazolidine‐3‐thiones. The effect of the ethoxycarbonyl group at position 4
Authors: Mäki Esa , Pihlaja Kalevi , Schulze Klaus , Richter Christian 
Published: March 2009

AbstractThe electron impact ionization mass spectra of 2,4,5,5‐tetrasubstituted 1,2,4‐triazolidine‐3‐thiones studied confirmed that the substituent at position 4 has the most dramatic influence on the fragmentation pattern. When the substituent is a methylallyl group the molecular ions exhibit four main routes of fragmentation, but when it is an ethoxycarbonyl/acetyl or a methyl group these direct decompositions of the molecular ion become less abundant. Interestingly all 4‐ethoxycarbonyl derivatives and the 4‐acetyl derivative exhibited the ions [M‐R4‐COOC2H4]+ and [M‐R4‐COCH2]+, respectively, with the same composition.
Michael addition of N‐isobutylidene‐t‐butylamine to dimethyl methoxymethylenemalonate and a new synthesis of some fused pyrazole derivatives from the adduct
Authors: Ito Kunio , Ihara Shogo , Miyajima Shingo 
Published: March 2009

AbstractN‐Isobutylidenemethylamine reacted with dimethyl methoxymethylenemalonate to afford the N‐alkylation product 3a exclusively. Exchanging the N‐substituent of the Schiff's base from methyl to t‐butyl altered the course of the reaction, allowing Michael addition to take place predominantly. The Michael adduct 4c on reaction with hydrazinoalkanols 6a,b, 6c,d and 6e gave tetrahydropyrazolo[5,1‐b]oxazoles 9a,b, tetrahydro‐pyrazolo[5,1‐b][1,3]oxazines 9c,d and hexahydropyrazolo[5,1‐b][1,3]oxazepine 9e, respectively.
Cycloaddition behavior of 3,4‐diazacyclopentadienone dioxides toward bicyclo[2.2.1]heptadiene derivatives. X‐ray analysis of the cycloadduct and reaction pathway
Authors: Eto Masashi , Harano Kazunobu , Yoshitake Yasuyuki , Hisano Takuzo 
Published: March 2009

AbstractThe cycloaddition behavior of 2,5‐disubstituted 3,4‐diazacyclopentadienone dioxide 1a‐c toward epoxy‐naphthalene (2a) and norbornadiene (2b) was investigated. The structures of the products were determined on the basis of the 1H‐ and 13C‐nmr spectral data and the X‐ray analysis data. The stereospecific formation of the endo‐exo 1,3‐dipolar cycloadducts from 2a indicates that the cycloadduct resulted from the direct 1,3‐dipolar cycloaddition. The cycloaddition behavior of 1 toward 2 is discussed on the basis of the PM3‐calculated transition‐state structures.
Bathochromic 1‐amino‐2(1H)‐pyrimidinimines and hydrazones by substitution/dimroth rearrangement of 1‐amino‐2‐methylthiopyrimidinium salts
Authors: Riemer Beate , Hassoun Ahmed , Liebscher JÜRgen , Jones Peter G. , Chrapkowski Axel 
Published: March 2009

Abstract1‐Amino‐2‐methylthiopyrimidinium salts 1 and 9 react with hydrazines 2 or alkylamines 6 by substitution of the methylthio group and Dimroth rearrangement affording violet or purple 2(1H)‐pyrimidinehydrazones 5 and 7 or orange hydrazones 8, rather than the non‐rearranged hydrazones 10 or zwitterionic 1‐amido‐2‐hydrazinopyrimidinium ylides 4 as previously reported.
A synthetic route to 3‐(dialkylamino)phenothiazin‐5‐ium salts and 3,7‐disubstituted derivatives containing two different amino groups
Authors: Strekowski Lucjan , Hou Dong‐Feng , Wydra Roman L. , Schinazi Raymond F. 
Published: March 2009

AbstractPhenothiazin‐5‐ium tetraiodide hydrate (2), the suggested oxidation product of phenothiazine with iodine, is treated with two equivalents of a dialkylamine to give 3‐(dialkylamino)phenothiazin‐5‐ium triiodides, 3‐6. 3,7‐Disubstituted phenothiazin‐5‐ium iodides, 7‐9, are obtained by the reaction of 3‐6 with an amine.
New quinoxalines with nitrogen functions in the side chain. Potential inhibitors of 5‐HT3
Authors: Monge A. , Palop J. A. , Del Castillo J. C. 
Published: March 2009

AbstractStarting with benzofuroxane1, 2‐ethoxy‐carbonyl‐3‐methylquinoxaline 1,4‐dioxide7is obtained. From this compound different amides5a‐qand amino esters6a‐care obtained. From 2‐amino‐3‐cyanoquinoxaline 1,4‐dioxide7, new amidines9, [5,4‐b]pyrimido10and [6,5‐b]diazepinoquinoxalines11were prepared.
Unusual schmidt rearrangement of 7,7a,8,9,10,12‐hexahydro benzo[h]pyrrolo[1,2‐b]‐isoquinoline‐7,10‐dione
Authors: Mérour Jean‐Yves , Piroëlle Simone , Faure Robert 
Published: March 2009

AbstractThe reaction of 7,7a,8,9,10,12‐hexahydrobenzo[h]pyrrolo [1,2‐b]isoquinoline‐7,10‐dione 2 with sodium azide in sulfuric acid afforded the unexpected cyano derivative 5. The proposed structure for 5 is supported by 13C nmr, 1H nmr and HMBC spectra.
The synthesis of β‐heteroarylamino‐α,β‐dehydro‐α‐amino acid derivatives via thiazolones
Authors: Smodiŝ Janez , Stanovnik Branko , Tiŝler Miha 
Published: March 2009

Abstract2‐Alkoxy‐4‐heteroarylaminomethylene‐5(4H)‐thiazolones 4 were converted with various nucleophiles into β‐heteroarylamino‐α,β‐dehydro‐α‐amino acid derivatives 11, 14, 15, 16, 17, 18, and 19. Reduction of 4 with sodium borohydride in ethanol saturated with gaseous ammonia afforded the corresponding β‐heteroaryl‐amino substituted alanyl amides 20. Thiazoledione derivative 7a was transformed with sodium methoxide in methanol into 1‐(4,6‐dimethylpyrimidinyl‐2)‐4‐mercaptocarbonylimidazol‐2(3H)‐one (8a).
Reaction of 5‐aminopyrazole derivatives with ethoxymethylene‐malononitrile and its analogues
Authors: Nagahara Katsuhiko , Kawano Hiroko , Sasaoka Shinji , Ukawa Chisa , Hirama Tamaki , Takada Atsushi , Cottam Howard B. , Robins Roland K. 
Published: March 2009

AbstractA one‐pot synthesis using 5‐aminopyrazole derivatives 1 with ethoxymethylenemalononitrile (EMMN), ethyl ethoxymethylenecyanoacetate (EMCA) or diethyl ethoxymethylenemalonate (DEMM) gave pyrazolo‐[1,5‐a]pyrimidine compounds 2,4,8. Also, the one step reaction of EMCA with hydrazine hydrate afforded ethyl(4‐ethoxycarbonyl‐5‐pyrazolyl)aminomethylenecyanoacetate 3c. On the other hand, the reaction of 1‐substituted 5‐aminopyrazole‐4‐carboxamide 9 with EMMN afforded pyrazolo[3,4‐d]pyrimidine compounds 10.
Regioselective acetylation of some N‐methylpyrrole derivatives with isopropenyl acetate and different acetic anhydrides
Authors: Gizur Tibor , Harsányi KÁLmán 
Published: March 2009

AbstractWe studied the reactions of some N‐methylpyrrole derivatives with isopropenyl acetate and different acetic anhydrides. We have found that the reaction with isopropenyl acetate afforded 5‐acetylpyrrole derivatives while with acetic anhydrides acetylation occurred on the α‐carbon atom of the side‐chain of pyrrole‐2‐acetic acid derivatives.
Synthesis of a 2,5‐diaryloxazoline as a potential platelet‐activating factor antagonist
Authors: Peet Norton P. , Burkhart Joseph P. , Broersma Robert J. , Heminger Eileen F. 
Published: March 2009

Abstract2,5‐Bis‐(3,4,5‐trimethoxyphenyl)‐2‐oxazoline (5, MDL 100,270) was designed as a potential platelet‐activating factor (PAF) antagonist on the basis of computer modeling comparison studies with known PAF antagonists. An efficient, four‐step synthesis of oxazoline5was developed, starting from 3,4,5‐trimethoxybenzaldehyde (6). Oxazoline5was found to inhibit the PAF‐induced aggregation of human platelets with an IC50value of 708 μM.
The synthesis of condensed 1,3,5‐triazinium perchlorates from diazaiminium intermediates
Authors: Okide George B. 
Published: March 2009

AbstractThe known azaiminium intermediate, 1‐chloro‐1,3‐bis(dimethylamino)‐3‐phenyl‐2‐azaprop‐2‐en‐1‐ylium perchlorate 1[1], reacts with 2‐aminothiazole to yield the fully conjugated condensed 1,3,5‐triazinium salt 7. Various suitably substituted heterocyclic compounds react similarly to afford the corresponding condensed 1,3,5‐triazinium salts. The diazaiminium intermediates 2–5 obtained from several secondary amides give identical products when treated with the same starting compounds. The procedure appears to be of wide application.
Reaction of 3‐nitro‐ and 3‐diethylphosphonocoumarin with phenacyl bromide. X‐ray molecular structure of 3‐nitro‐3,4‐phenacylidenecoumarin
Authors: Rodios Nestor A. , Bojilova Anka , Terzis A. , Raptopoulou C. P. 
Published: March 2009

Abstract3‐Nitro‐ and 3‐diethylphosphonocoumarins 4a,b react with phenacyl bromide stereoselectively under phase‐transfer conditions, in the presence of a base and of a transfer agent, to give the cyclopropyl derivatives 6 and 7 in good yields. A mechanistic explanation is given for the stereoselectivity of the reaction. The X‐ray molecular structure of compound 6a is also presented.
Intramolecular diels‐alder reactions. 4. Additions to naphthalene
Authors: Ciganek Engelbert , Wuonola Mark A. , Harlow Richard L. 
Published: March 2009

AbstractN‐Methyl‐N‐2‐propynyl‐1‐naphthalenecarboxamide, N‐methyl‐N‐2‐propynyl‐1‐naphthaleneacetamide, and N‐methyl‐N‐3‐butynyl‐1‐naphthalenecarboxamide undergo intramolecular Diels‐Alder reactions at 190°, 250°, and 270° to give lactams 1,6, and 9, respectively. The cyclization temperatures are higher by 80‐120° as compared to those of the corresponding anthracene derivatives. Elaboration of lactam 6 gave the trans‐4a‐aryldecahydroisoquinoline derivative 7a which, as the (‐) isomer, was shown to have the same absolute stereochemistry as morphine.
Methoxide ion mediated reactions of methyl azidoacetate with 4‐and 2‐cyanobenzaldehyde. An unexpected cyclization of the ortho isomer to a 2(1H)‐benzazepine derivative
Authors: Kiselyov Alexander S. , Van Aken Koen , Gulevich Yuri , Strekowski Lucjan 
Published: March 2009

AbstractA condensation reaction of 4‐cyanobenzaldehyde (1) with methyl azidoacetate (2) in the presence of sodium methoxide produces a mixture of geometrical isomers of azidocinnamates 3 which undergoes thermolysis to give an indole 4. By contrast, the treatment of 2‐cyanobenzaldehyde (5) with 2 in the presence of sodium methoxide and followed by the usual workup furnishes an azepine derivative 6.
3′‐Keto‐1‐nitro‐2‐phenylspiro[cyclopropane‐3,2′‐quinuclidine]: Synthesis and reactions with nucleophiles
Authors: Besidsky Yevgeny , Luthman Kristina , Hacksell Uli 
Published: March 2009

Abstract3′‐Keto‐1‐nitro‐2‐phenylspiro[cyclopropane‐3,2′‐quinuclidine] was synthesized by a two‐step procedure from 2‐benzylidenequinuclidin‐3‐one. Ring‐opening reactions of the cyclopropane ring using a variety of N‐, O‐, and C‐nucleophiles (amines, methoxide, nitromethanate, cyanide anions, and lithium diphenylcopper) were studied, and a general mechanism for the transformations is proposed.
The formation of pyrazolo[1,5‐a]pyrimidines by the reaction of 3‐(4‐chlorophenyl)pyrazol‐5‐amine with chalcones
Authors: Quiroga Jairo , Insuasty Braulio , Rincon Ricardo , Larrahondo Marina , Hanold Norbert , Meier Herbert 
Published: March 2009

AbstractCyclocondensation reactions of the pyrazol‐5‐amine 1 and the 1‐aryl‐3‐phenyl‐2‐propen‐1‐ones 2a‐d yield the 6,7‐dihydropyrazolo[1,5‐a]pyrimidines 7a‐d. Whereas 7a‐c can be isolated in pure state, 7d is subjected to a spontaneous oxidation.
Electron impact mass spectrometry of new tris(polyoxalkyl)amines (tridents)
Authors: Corda Luciana , Delogu Giovanna , Maccioni Elias , Podda Gianni , Fernandez Josè Manuel Blanco 
Published: March 2009

AbstractThe mass spectrometric behavior of new tris(polyoxalkyl)amines (tridents) 1–5 have been studied and compared with N‐(3,6,9,12‐tetraoxatridecyl)‐16‐aza‐18‐crown‐6 (6) and 1‐morpholino‐3,6,9‐trioxadecane (7). The peculiar fragmentation patterns are emphasized.
Fused lactones as a route to functionalized 1‐substituted indoles
Authors: Schuster Herbert F. , Coppola Gary M. 
Published: March 2009

AbstractIndole lactones 8 and 14 were synthesized as a means of functionalizing the 1‐isopropyl substituent of the indole nucleus. Lactone 8, upon reduction with diisobutylaluminum hydride, produces lactol 9 which behaves like a masked hydroxy aldehyde and undergoes a Horner‐Emmons reaction with triethyl phosphonoacteate to give α,β‐unsaturated ester 3 which possesses a hydroxyl group on the 1‐isopropyl moiety.
New [g]‐fused [1,2,4]triazolo[1,5‐c]pyrimidines: Synthesis of pyrido[3,2‐e] and [4,3‐e][1,2,4]triazolo[1,5‐c]pyrimidine, pyrimido[5,4‐e][1,2,4]triazolo[1,5‐c]pyrimidine and [1,2,4]triazolo[1,5‐c]pteridine derivatives
Authors: Giudice Maria Rosaria Del , Borioni Anna , Mustazza Carlo , Gatta Franco 
Published: March 2009

AbstractA number of 2‐aryl‐substituted pyrido[3,2‐e] and [4,3‐e][1,2,4]triazolo[1,5‐c]pyrimidines and [1,2,4]triazolo[1,5‐c]pteridines 11,12a,b,e, their corresponding 5‐carbonyl derivatives 7,8a,b,e and some pyrimido[5,4‐e][1,2,4]triazolo[1,5‐c]pyrimidin‐5‐ones 7,8c,d have been synthesized, according to different pathways. The new tricyclic heterocycles were prepared with the aim of studying their possible benzodiazepine receptors affinity.
Preparation and alkylation of regioisomeric tetrahydrophthalimide‐substituted indolin‐2(3H)‐ones
Authors: Karp Gary M. , Condon Michael E. 
Published: March 2009

AbstractA series of novel regioisomeric tetrahydrophthalimide‐substituted indolin‐2‐ones has been prepared via the Sommelet‐Hauser type cyclization of appropriately substituted anilines as potential herbicides. The resultant indolin‐2‐ones were then regioselectively alkylated at N‐1 and C‐3 to give 1,3,3‐trisubstituted indolin‐2‐ones. The most active series was also prepared by the bis‐nitration of m‐fluorophenylacetic acid followed by reduction and cyclization to give 6‐amino‐5‐fluoroindolin‐2‐one. Elaboration to the tetrahydrophthalimide‐substituted indolin‐2‐one was followed by C‐ and N‐alkylation to give the desired compounds.
Tetrazole compounds. 9. A new approach to tetrazolyl‐substituted quinoline derivatives
Authors: Fischer Gerhard W. 
Published: March 2009

AbstractThe acid‐catalyzed reaction of 1‐aryl‐5‐(2‐dimethylaminovinyl)‐1H‐tetrazoles 2 with arylamines suitably functionalized in the ortho‐position resulted in Z‐configurated transamination products which were cyclized to novel 3‐tetrazolylquinolines by the action of sodium ethoxide. Thus, on reacting 2 with 2‐aminoacetophenone or 2‐aminobenzophenone, respectively, the 2‐[2‐(1‐aryl‐1H‐tetrazol‐5‐yl)vinyl‐amino]aryl ketones 3a‐g were obtained, the cyclization of which gave 4‐substituted 3‐(1‐aryl‐1H‐tetrazol‐5‐yl)quinolines 4. In the case of the transamination products 3h‐1, prepared from 2 and methyl anthranilate, the ring closure afforded 3‐(1‐aryl‐1H‐tetrazol‐5‐yl)‐1H‐quinolin‐4‐ones 5. Starting from 2 and anthranilonitrile 4‐amino‐3‐(1‐aryl‐1H‐tetrazol‐5‐yl)quinolines 10 were obtained via the corresponding intermediates 9.
Synthesis of 1,4‐dihydro‐4‐oxopyridazino[1,6‐a]indole‐3‐carboxylic acids and 1,4‐dihydro‐4‐oxopyrido[3′,2′:4,5]pyrrolo[1,2‐b]‐pyridazine‐3‐carboxylic acids as potential antibacterial agents
Authors: Ruxer J. M. , Lachoux C. , Ousset J. B. , Torregrosa J. L. , Mattioda G. 
Published: March 2009

AbstractA few aza analogues of the quinolones have been prepared in the two families of the 1,4‐dihydro‐4‐oxopyridazino[1,6‐a]indole‐3‐carboxylic acids and the 1,4‐dihydro‐4‐oxopyrido[3′,2′:4,5]pyrrolo[1,2‐b]‐pyridazine‐3‐carboxylic acids to check their antibacterial potential. One compound 6c shows antibacterial activities of the level of nalidixic acid and represents a new lead structure differing from the classical quinolones.
New organic nitrates. I. Synthesis of 1,3‐benzoxazine‐2,4‐dione, 1,3‐benzoxazine‐2‐thion‐4‐one, 1,3‐benzothiazine‐2,4‐dione and quinazoline‐2,4‐dione derivatives
Authors: Benedini Francesca , Bertolini Giorgio , Ferrario Francesco , Guindani Roberto , Sala Alberto 
Published: March 2009

AbstractThe preparation and the physico‐chemical characterization of new heterocyclic organic nitrates containing 1,3‐benzoxazine‐2,4‐dione, 1,3‐benzoxazine‐2‐thion‐4‐one, 1,3‐benzothiazine‐2,4‐dione and quinazo‐line‐2,4‐dione moieties, are reported.