bluuebunny/crossref_metadata_2025_split huggingface dataset:
Synthesis of 2‐amino‐3‐hydroxy‐ and of 2,3‐diamino‐3H‐1,4‐benzodiazepines
Authors: Gatta Franco , Del Giudice Maria Rosaria , Di Simone Luciano , Settimj Guido 
Published: March 2009

AbstractA new synthesis of 7‐chloro‐2,3‐diamino‐5‐phenyl‐3H‐1,4‐benzodiazepines is described, which allows for the preparation of compounds bearing the same or different substituents at the 2 and 3 positions, starting from 2‐amino‐7‐chloro‐3‐hydroxy‐5‐phenyl‐3H‐1,4‐benzodiazepines.
5‐Amino‐4,5‐dihydroisoxazoles. Part I. 5‐Amino‐3‐aryl‐4‐methylene‐4,5‐dihydroisoxazoles and 4‐aminomethyl‐3‐arylisoxazoles from 5‐amino‐4‐aminomethyl‐3‐aryl‐4,5‐dihydroisoxazoles
Authors: Pocar Donato , Rossi Luisa Maria , Trimarco Pasqualina , Vago Luciano 
Published: March 2009

Abstract5‐Amino‐4‐aminomethyl‐3‐aryl‐4,5‐dihydroisoxazoles 2 were obtained by cycloaddition of nitrile oxides to 1,3‐diaminopropenes 1. On reaction with methyl iodide the corresponding 4‐(quaternary)‐ammoniomethyl iodides 3 were formed. These compounds, on reaction with bases, afforded 5‐amino‐3‐aryl‐4‐methylene‐4,5‐dihydroisoxazoles 4. The acid‐catalyzed deamination of compounds 2 afforded 4‐aminomethyl‐3‐arylisoxa‐zoles 5 and 3‐arylisoxazoles as retro‐Mannich products. The deamination of 2 to yield 5 was also obtained by base catalysis.
Single crystal X‐ray diffraction analysis of 2,3a,4,5‐tetrahydro‐7,8‐dimethoxy‐3a‐methyl‐3H‐benz[g]indazol‐3‐one hemihydrate
Authors: Rahman A. , Ealick S. E. , Van Der Helm Dick , Berlin K. Darrell , Hashem M. M. 
Published: March 2009

AbstractThe structure of 2,3a,4,5‐tetrahydro‐7,8‐dimethoxy‐3a‐methyl‐3H‐benz[g]indazol‐3‐one hemihydrate was unequivocally established by means of an X‐ray diffraction analysis of a single crystal. The molecule crystallizes in the space group C2/c with unit cell parameters of a = 18.839(4), b = 7.7694(7), c = 18.211(2) Å and β = 101.06(1). The structure was solved by direct methods and refined by least‐squares methods to an R‐value of 0.069 for 2689 reflections. The indazol‐3‐one unit of the molecule is non‐planar.
β‐Dicéto énamines hététrocycliques: 1. Indanediones‐1,3 substituées en 2 par un hétérocycle azoté
Authors: Ploquin J. , Sparfel L. , Le Baut G. , Floc'h R. , Letourneux Et Y. 
Published: March 2009

AbstractLa réaction de condensation de divers hétérocycles azotés mono‐ ou pluriméthytes sur les anhydrides phtaliques conduit à des aryl‐2 indanediones‐1,3. Les auteurs étudient la formation intermédiaire de picoly‐lidényl‐phtalides dans la série des méthyl‐pyridines et précisent l'influence du solvant et de la température sur la vitesse de formation des (pyridyl‐2 et‐4)‐2 indanediones‐1,3. L'examen des spectres ir et de rmn permet de confirmer que ces indanediones existent sous une forme β‐dicéto‐énamine en résonance avec une forme bétaînique.
4‐bromo‐5‐methyl‐(2H)‐1,2,6‐thiadiazin‐3(6H)one 1,1‐dioxides
Authors: Pilgram Kurt , Skiles Richard D. 
Published: March 2009

AbstractThe title compounds, bearing an alkyl and/or bromine substituent on nitrogen, were synthesized. Unlike 5‐bromo‐6‐methyluracil, 4‐bromo‐5‐methyl‐(2H)‐1,2,6‐thiadiazin‐3‐(6H)one 1,1‐dioxides have the ability to act as a bromonium ion source.
Chemistry of the phenoxathiins and isosterically related heterocycles. XI . The synthesis and 13C‐NMR spectroscopy of 2‐azaphenoxathiin
Authors: Caldwell Steven R. , Martin Gary E. 
Published: March 2009

AbstractThe synthesis of the 2‐azaphenoxathiin ring system via the intermediary 2‐azaphenoxathiin 2‐oxide is described. Complete assignment of the 13C‐nmr spectrum is reported, based on the observed heteronuclear 1H‐13C spin‐couplings of the system and calculated chemical shifts as assignment criteria. The possible relation of the chemical shift of Cα to the dehidral angle of the system is also discussed.
Quelques réactions nuclé ophiles et électrophiles de la thiéno[2,3‐b]pyrazine. Comparaison de sa réactivite avec celles de thiéno diazines et de la thiényl‐2 pyrazine dans le cas de la nitration
Authors: Bourguignon Jean , Lemarchand Marc , Quéguiner Guy 
Published: March 2009

AbstractNous avons étudié dans cet article l'action du n‐butyllithium, du chlore et de l'acide nitrique en milieu acide sulfurique sur la thiéno[2,3‐b]pyrazine. Cette réaction nous à conduit a comparer dans les mêmes conditions le comportement de la thiéno[2,3‐b] pyrazine à celui des composés suivants: thiéno[2,3‐d]pyridazine, thiéno[2,3‐d]pyrimidine et thiényl‐2 pyrazine.
Synthesis of 3‐[p‐(1′‐pyrazolyl)]phenylsydnones
Authors: Havanur Shambhuling B. , Badami Bharati V. , Puranik Gurubasav S. 
Published: March 2009

AbstractThe synthesis of some hitherto unknown sydnones, i.e., derivatives of 3‐phenylsydnone with a pyrazolyl moiety in the p‐position of the phenyl nucleus, has been described. The structures for all of the sydnones have been confirmed by elemental analysis, and ir and nmr spectral studies.
An Isolation and liquid phase EPR spectra of the cation radical salts of N‐methyl and N‐ethylphenothiazinium perchlorate
Authors: Fujita Hideo , Yamauchi Jun 
Published: March 2009

AbstractN‐Methyl and N‐ethylphenothiazines were oxidized with bromine and sodium perchlorate to give stable cation radical salts. Their well‐resolved epr spectra were obtained in nitromethane solution. In order to assign the hfs constants, the cation radicals of N‐deuteriomethyl and N‐deuterioethylphenothiazines were prepared with lead tetraacetate and trifluoroacetic acid in solutions.
Stereochemical assignments of the 7‐phenyl‐2‐oxabicyclo[4.1.0]heptanes
Authors: Woodyard James D. , Morris Paul R. , Hobbs Gregory D. 
Published: March 2009

AbstractA rapid method for making stereochemical assignments based on variant temperature nmr data for the 7‐phenyl‐2‐oxabicyclo[4.1.0]heptanes is described.
Reinvestigation of the reaction of ethyl 4,4,4‐trifluoroacetoacetate with aldehydes and ammonia
Authors: Singh Baldev , Lesher George Y. 
Published: March 2009

AbstractReaction of ethyl 4,4,4‐trifluoroacetoacetate with aromatic aldehydes and ammonia gives diethyl 4‐aryl‐2,6‐dihydroxy‐2,6‐bis(trifluoromethyl)‐3,5‐piperidinedicarboxylates (4) instead of diethyl 4‐aryl‐1,4‐dihydro‐2,6‐bis(trifluoromethyl)‐3,5‐pyridinedicarboxylates (3) as reported previously (1).
The 1‐alkoxy‐4,5‐dichloro‐1,2,3‐benzotriazole system
Authors: Feld W. A. , Seybold P. G. , Servé M. P. 
Published: March 2009

AbstractThe 1‐alkoxy‐4,5‐dichloro‐1,2,3‐benzotriazole system has been synthesized and characterized via its physical and chemical properties. INDO/S MO calculations provide a good account of the ultraviolet absorption spectrum.
Preparation of a DSCG‐like bisbenzofuran
Authors: Sunder Shyam , Peet Norton P. 
Published: March 2009

AbstractThe preparation of 6,6′‐[(2‐hydroxy‐1,3‐propanediyl)]bis(oxy)]bis(3‐hydroxy)]‐2‐benzofurancarboxylic acid) diethyl ester trisodium salt trihydrate (6), a compound structurally related to disodium cromoglycate (DSCG), is described.
Identification of 4,5‐unsymmetrically substituted l‐amino‐ and 1‐(N‐arylacetylamino)‐1,2,3‐triazoles by 13C‐NMR
Authors: Tsoleridis C. , Stephanidou‐Stephanitou J. , Alexandrou N. E. 
Published: March 2009

Abstract13C nmr chemical shifts are used for the structural assignment of isomeric 1‐amino‐1,2,3‐triazoles and 1‐(N‐arylacetylamino)‐1,2,3‐triazoles unsymmetrically substituted with phenyl, methyl or hydrogen in the 4,5‐positions of the triazole ring. A signal at 11 ± 0.6 ppm indicates a 4‐methyl triazole derivative, whereas a signal at 7.9 ± 1 ppm indicates a 5‐methyl triazole. A signal at 120 ± 0.5 ppm (C‐5) indicates a hydrogen in the 5‐position (unsubstituted triazole).
N‐Substituted 4,5‐dihydro‐1,2‐benzothiazepin‐3‐one 1,1‐dioxide
Authors: Camoutsis Ch. , Catsoulacos P. 
Published: March 2009

AbstractThe reaction of 2‐carboethoxyethyl‐4,5‐dimethoxybenzene sulfochloride with substituted pyridines leads to the corresponding sulfonamides. The latter were hydrolysed to the acids, on which a general method for preparing a new ring system was based.
Synthesis and stereochemistry of trans‐ and cis‐2,3‐difluoro‐2,3‐dihydrobenzofuran
Authors: Ruzziconi R. , Sebastiani Giovanni V. 
Published: March 2009

AbstractThe geometrical isomers of 2,3‐difluoro‐2,3‐dihydrobenzofuran have been prepared and their structure assigned on the basis of the nmr spectra. Some suggestions on the conformational situation of two adducts are also reported.
Structure determination of some quinazolone lactones
Authors: Shapiro M. J. , Coppola G. M. , Kahle A. D. , Loosli H. R. 
Published: March 2009

AbstractA series of quinazolone lactones were prepared and their structures analyzed by 360 MHz proton and carbon‐13 nmr. It was found that the compound capable of lactonization to yield either a six or seven‐membered ring forms only the six‐membered system.
Die umsetzung von azlactonen mit CH‐aciden verbindungen. 2. Mitteil
Authors: Stachel Hans‐Dietrich , Harigel K. Klaus , Poschenrieder Hermann , Burghard Hans 
Published: March 2009

AbstractCyanessigester, Malonester, Methansulfonylessigester werden durch Alkylidenazlactone acyliert. Die Primärprodukte kondensieren leicht zu Alkylidentetramsäuren. Die Acylcyanessigester 2 isomerisieren unter dem Einfluß von Säuren zu Aminopyrrolinonen 3.
Nitrosation and hydrolysis studies of some thiazole‐4‐acetic esters
Authors: Campaigne E. , Selby T. P. 
Published: March 2009

AbstractNitrosation of hydrazino substituted thiazole‐4‐acetates has been shown to occur on the ring, rather than the α‐methylene carbon, as previously reported. Thus nitrosation of ethyl 2‐isopropylidenehydrazono‐, 2‐benzylidenehydrazono‐, 2‐(2‐benzoylhydrazino)‐, and 2‐(2‐acetylhydrazino)thiazole‐4‐acetates yielded the corresponding 2‐hydrazino‐4‐carbethoxymethylidene‐4,5‐dihydrothiazoline‐5‐oximes. Basic hydrolysis of the thiazoline‐5‐oxime esters, followed by decarboxylation gave tautomeric mixtures of the 2‐hydrazino‐4‐methyl‐2,5‐dihydrothiazoline‐5‐oxime and 2‐hydrazino‐4‐methyl‐5‐nitrosothiazol derivatives. These tautomeric mixtures were also prepared by nitrosating the 2‐hydrazino‐4‐methylthiazoles.The α,β‐unsaturated acids, 2‐isopropylidenehydrazono‐, 2‐benzylidenehydrazono‐, and 2‐(2‐benzoyl‐hydrazino)‐4‐carboxymethylidene‐4,5‐dihydrothiazoline, were isolated after basic hydrolysis of the corresponding 2‐hydrazinothiazole‐4‐acetic esters. Dinitrosation of the 2‐isopropylidenehydrazono‐4‐carboxy‐methylidene‐4,5‐dihydrothiazoline, followed by decarboxylation, generated 2‐isopropylidenehydrazono‐5‐nitrosothiazole‐4‐formyloxime.
Mass spectral fragmentation pattern of 3‐methyl‐4‐arylaminomethyleneisoxazol‐5‐ones
Authors: Keats N. G. , Summers L. A. 
Published: March 2009

AbstractThe mass spectral fragmentation patterns of 3‐methyl‐4‐arylaminomethyleneisoxazol‐5‐ones obtained by electron impact have been elucidated. The base peaks are due to the molecular ions. The main fragmentation routes involve loss of H, OH, H2O, CO2 and COOH from the molecular ions as well as rupture of the exocyclic CH‐NH bond.
Novel chlorinatin of the 1,3,4‐thiadiazole ring
Authors: Dixon D. D. , Ford M. E. 
Published: March 2009

AbstractThermal extrusion of sulfur dioxide from 1‐methyl‐3‐(5‐chlorosulfonyl‐1,3,4‐thiadiazol‐2‐yl)urea (1) provides 1‐methyl‐3(5‐chloro‐1,3,4‐thiadiazol‐2‐yl)urea in quantitative yield.
Synthesis of 3,9‐dihydro‐3,9‐dioxo‐2H‐indeno[2,1‐c] pyridine‐4‐carbonitriles
Authors: Chorvat Robert J. , Desai Bipin N. 
Published: March 2009

AbstractThe annelation of α‐pyridones to five membered ring systems is demonstrated by the synthesis of a series of 2‐azafluorenones. These tricyclic heterocycles could be optionally substituted with methyl or phenyl groups by varying the orthoester reagent in the cyclization reaction. The conversion of the resultant cyanopyridones to pyridonecarboxamides and their N‐methyl homologs is also described.
Halogenation of isoflavones using thionyl and sulphuryl chlorides
Authors: Merchant J. R. , Martyres G. 
Published: March 2009

AbstractThe reactions of thionyl and sulphuryl chlorides on isoflavones have been found to give a number of new chloroisoflavones and isoflavanones, whose structures have been elucidated on the basis of their spectral analytical data.
Azines polycycliques. (IV). Synthèse de dérivés sulfurés en —3 de l'imidazo[1,5‐a]pyridine
Authors: Bourdais Jacques , Rajniakova Olga , Povazanec Frantisek 
Published: March 2009

AbstractLa dihydro‐2,3 imidazo[1,5‐a]pyridinethione‐3 est ‐préparée aisément à partir de l'aminométhyl‐2 pyridine et est ensuite S‐alkylée ou ‐aralkylée. On décrit, dans le cas du dérivé 3‐thiométhylé, la trifluoroacétylation en ‐1,l'oxydation en méthylsulfone et l'hydrolyse des trifluorocétones en acides alkylthio‐3 et alkylsulfonyl‐3 imidazo[1,5‐a]pyridine carboxyliques‐1.
Synthesis of 6‐aryl‐1,3‐dimethyl‐6,7‐dihydro‐6‐azalumazin‐7‐(6H)ones and their conversion into 2‐aryl‐1,2,4‐triazine‐3,5‐(2H,4H)odiones. A new synthesis of 1‐aryl‐6‐azauracils
Authors: Yoneda Fumio , Higuchi Masatsugu 
Published: March 2009

AbstractTreatment of 6‐amino‐5‐arylazo‐1,3‐dimethyluracils with urea or N,N′‐carbonyldiimidazole gave the respective 6‐aryl‐1,3‐dimethyl‐6,7‐dihydro‐6‐azalumazin‐7‐(6H)ones, which were hydrolyzed with alkali to afford 2‐aryl‐2,3,4,5‐tetrahydro‐3,5‐dioxo‐1,2,4‐triazine‐6‐carboxylic acids (1‐aryl‐6‐azauracil‐5‐carboxylic acids). Thermal decomposition of these carboxylic acids gave the corresponding 2‐aryl‐1,2,4‐triazine‐3,5‐(2H,4H)diones (1‐aryl‐6‐azauracils). Methylation of the latter with methyl iodide gave the corresponding 2‐aryl‐4‐methyl‐1,2,4‐triazine‐3,5‐(2H,4H)diones (1‐aryl‐3‐methyl‐6‐azauracils).
A dipole moment study of annular tautomerism in 5‐p‐tolyltetrazole
Authors: Lumbroso H. , Curé J. , Butler R. N. 
Published: March 2009

AbstractThe electric dipole moment of 5‐(p‐tolyl)tetrazole in dioxane at 30.0° (4.99 D) suggests that the compound is a mixture of the 1H‐tautomer (60 ± 10%) and the 2H‐tautomer (40 ± 10%) in this medium. This determination was made by taking μ (2H) as μ (2Me) = 2.41 D in benzene, and by taking μ (1H) as μ (1Me) = 6.03 D in benzene with due allowance being made for the presence of interannular conjugation in the 1H‐tautomer but not in the 1‐methyl isomer. The dipole moments of 1‐methyl‐5‐(p‐tolyl)tetrazole and 2‐methyl‐5‐(p‐tolyl)tetrazole were also measured in dioxane; that of 1,5‐trimethylenetetrazole was measured in benzene. Comparison with relevant data for unsubstituted tetrazole has also been made.
Fluorinated chromenes. III. Synthesis of 3‐fluoro‐2,2‐dimethyl‐2H‐chromenes
Authors: Camps F. , Coll J. , Messeguer A. , Pericás M. A. 
Published: March 2009

AbstractThe reaction of 2‐fluoro‐1,1‐dimethoxy‐3‐methylbut‐2‐ene (3) with phenols in dry pyridine leads to 3‐fluoro‐2,2‐dimethyl‐2H‐chromenes. 3‐Fluoro analogues of the natural insect antijuvenile hormones Precocene I (1a) and II (1b) have been prepared by this method.
Synthesis and epimerization studies of 1‐alkyl‐2‐carbomethoxy‐(benzyloxy)‐4‐methylazetidines
Authors: Soriano David S. , Podraza Kenneth F. , Cromwell Norman H. 
Published: March 2009

AbstractA number of 1‐alkyl‐2‐carbomethoxy(benzyloxy)‐4‐methylazetidines have been prepared by reaction of primary amines with α,γ‐dibromo esters. Only one isomer was isolated from the reaction mixture. α‐Aminolactones can also be obtained as the minor product of the reaction sequence.
Synthesis of the 3‐methyl and 4‐methyl derivatives of 3‐amino‐3,4‐dihydro‐1‐hydroxycarbostyril and related compounds
Authors: Davis Alvie L. , Tabb David L. , Swan Janet K. , Mccord Tommy J. 
Published: March 2009

AbstractThe 3‐methyl and 4‐methyl derivatives of 3‐amino‐3,4‐dihydro‐1‐hydroxycarbostyril were synthesized by the reductive cyclization of α‐methyl‐β‐(o‐nitrophenyl)alanine and α‐amino‐β‐(o‐nitrophenyl)butyric acid hydrohalides, respectively, under conditions of catalytic hydrogenation in acidic solution. The free bases of the latter two o‐nitroaromatic amino acids were also catalytically hydrogenated under neutral conditions to yield the respective α‐methyl‐β‐(o‐aminophenyl)alanine and α‐amino‐β‐(o‐aminophenyl)butyric acid which were converted to the corresponding lactams, 3‐methyl‐ and 4‐methyl‐3‐amino‐3,4‐dihydrocarbostyrils. α‐Methyl‐β‐(o‐nitrophenyl)alanine was obtained by acid hydrolysis of 5‐methy)‐5‐(o‐nitrobenzyl)hydantoin which was prepared by treatment of o‐nitrophenylacetone with potassium cyanide and ammonium carbonate. α‐Amino‐β‐(o‐nitrophenyl)butyric acid was synthesized by condensation of α‐bromo‐o‐nitroethylbenzene with diethyl acetamidomalonate, followed by acid hydrolysis of the condensation product. The 4‐methylated compounds were obtained as synthetic mixtures of two diasteromeric racemates in nearly the same amounts as shown by nmr spectral analysis. Unlike the demethylated parent compound, 3‐amino‐3,4‐dihydro‐1‐hydroxycarbostyril, neither the 3‐methyl nor 4‐methyl analog was found to possess any antibacterial activity.
Studies on the synthesis of heterocyclic compounds. Part IV. Further investigation of the pschorr reaction with some pyrazole derivatives
Authors: Daidone Giuseppe , Plescia Salvatore , Fabra Jole 
Published: March 2009

AbstractThermal decomposition of the diazonium sulfate derived from N‐methyl‐(1‐phenyl‐3‐methylpyrazol‐5‐yl)‐2‐aminobenzamide afforded products formulated as 1‐phenyl‐3‐methyl[2]benzopyrano[4,3‐c]pyrazol‐5‐one (yield 10%), 1,4‐dimethyl‐3‐phenylpyrazolo[3,4‐c]isoquinolin‐5‐one (yield 10%), N‐methyl‐(1‐phenyl‐3‐methylpyrazol‐5‐yl)‐2‐hydroxybenzamide (yield 8%) and 4′‐hydroxy‐2,3′‐dimethyl‐1′‐phenylspiro[isoindoline‐1,5′‐[2]‐pyrazolin]‐3‐one (yield 20%). Decomposition of the diazonium sulfate derived from N‐methyl‐(1,3‐diphenylpyrazol‐5‐yl)‐2‐aminobenzamide gave products formulated as 7,9‐dimethyldibenzo[e,g]pyrazolo[1,5‐a][1,3]‐diazocin‐10‐(9H)one (yield 8%), 4‐methyl‐1,3‐diphenylpyrazolo[3,4‐c]isoquinolin‐5‐one (yield 7%) and 4′‐hydroxy‐2‐methyl‐1′,3′‐diphenylspiro[isoindoline‐1,5′‐[2]pyrazolin]3‐one (yield 10%).The spiro compounds 6a,b underwent thermal and acid‐catalysed conversion into the hitherto unknown 2‐benzopyrano[4,3‐c]pyrazole ring system 7a,b in good yield. Analytical and spectral data are presented which supported the structures proposed.
Studies on imidazole derivatives and related compounds. I. Synthesis of novel antineoplastic derivatives of 4‐carbamoylimidazolium‐5‐olate
Authors: Tarumi Y. , Takebayashi Y. , Moriguchi K. , Atsumi T. , Fukumaru T. , Yamamoto H. 
Published: March 2009

AbstractAcylation of 4‐carbamoylimidazolium‐5‐olate (2) with a variety of acid chlorides produced 4(5)‐carbamoyl‐1H‐imidazol‐5‐(4)yl acid carboxylates (3a‐j). Treatment of esters 3a,c with sodium hydroxide gave imides, 4a,c. Methylation of 3a and 2 with diazomethane gave the N‐3 methyl derivative (6) and a mixture of the N‐3, O‐dimethyl derivative (9), the N‐1, N‐3‐dimethyl derivative (10) and the O‐methyl derivative (11), respectively. 5‐Carbamoyl‐1‐methylimidazolium‐4‐olate (7) and its 4‐carbamoyl isomer (16) were prepared from 2‐aminopropanediamides 8 and 15, respectively. Treatment of the imidazolium compound (10) with aqueous potassium hydroxide gave the recyclized product, 1‐methyl‐5‐methylcarbamoylimidazolium 4‐olate (18). Methyl derivatives 6, 7, and 9 except 16 demonstrated the complete lack of antitumor activity against Lewis lung carcinoma or sarcoma 180 in mice.
Transformations of some 6‐ and 7‐substituted 1,2,3‐benzothiadiazoles
Authors: Leniĉ M. , Merslaviĉ M. , Polanc S. , Stanovnik B. , Stavber H. , Struna D. , Tiŝler M. 
Published: March 2009

AbstractThe preparation of some 6‐ and/or 7‐substituted derivatives of 1,2,3‐benzothiadiazole is described. The reactivity of some compounds was investigated in view of the possibility that 1,2,3‐benzothiadiazoles may behave as masked diazo compounds. 7‐Diazo or diazonium compounds were prepared but no interaction with the thiadiazole part could be observed.
Etude dans la série des pyrrolidinones. IV. Formation de quelques dérivés de l'acide L méthylène bis N‐(oxo‐5 pyrrolidine carboxylique‐2)
Authors: Miquel Christian , Pigache Pierre , Rigo Benoit , Kolocouris Nicolas 
Published: March 2009

AbstractEn partant de l'acide oxo‐5 pyrrolidine carboxylique‐2 facilement accessible, le diacide L méthylène bis N‐(oxo‐5 pyrrolidine carboxylique‐2) est préparé, et transformé en diamine puis en deux diols isomères, qui se cyclisent en un seul ether à qui la configuration méso est attribuée. La réduction des deux diols et de l'éther est totale et conduit à la méthylène bis N‐pyrrolidine.
Novel heterocycles. Synthesis of the 2,4,3‐benzodiazaphosphepine ring system
Authors: Lemke Thomas L. , Boring Daniel 
Published: March 2009

AbstractNovel alkyl (1,2,4,5‐tetrahydro‐3H‐2,4,3‐benzodiazaphosphepin‐3‐yl)carbamate‐P‐oxides (7) were synthesized by cyclization of the corresponding dichlorophosphinylcarbamates (5) with α,α'‐diamino‐o‐xylene (6). A steric limitation in the synthesis of analogs is discussed.
Synthesis of 4‐piperidazinethiols as potential antiradiation agents
Authors: Kornet Milton J. , Daniels Ralph 
Published: March 2009

AbstractThe free radical addition of thioacetic acid to 1,2‐dicarbethoxy‐1,2,3,6‐tetrahydropyridazines gave high yields of 1,2‐dicarbethoxy‐4‐S‐thiolacetoxypiperidazines. The latter compounds served as the key intermediates in the preparation of 4‐piperidazinethiols. The thiolacetoxy derivatives were partially hydrolyzed to afford the related 1,2‐dicarbethoxy‐4‐piperidazinethiols. Complete hydrolysis of the thiolacetates gave rise to 4‐piperidazinethiols. Finally, lithium aluminum hydride reduction of the thiolacetoxy esters produced a series of 1,2‐dimethyl‐4‐piperidazinethiols. Only 4‐piperidazinethiol hydrochloride showed appreciable anti‐radiation activity.
Pyrimidones. 2. Synthesis and reactions of 2‐chloropyrimidines
Authors: Coppola Gary M. , Hardtmann Goetz E. , Huegi Bruno S. 
Published: March 2009

AbstractThe treatment of 1‐alkyl‐5‐aryl and 1‐alkyl‐4,5‐diaryl‐2‐(1H)pyrimidones with phosphorus oxychloride and phosphorus pentachloride resulted in chlorination and dealkylation to furnish 2‐chloro‐5‐aryl (or 4,5‐diaryl)‐pyrimidines. These chlorpyrimidines were reacted with a variety of nitrogen, oxygen, sulfur, and carbon nucleophiles to produce the corresponding 2‐substituted pyrimidines. In the case of phenyllithium, attack occurred at the 4‐position of the pyrimidine ring yielding 11. Triazolopyrimidine 9 was synthesized via the treatment of 2d with hydrazine followed by reaction with triethyl orthoformate.
Carbon‐13 and proton NMR studies of 1,4‐benzodiazepines
Authors: Haran R. , Tuchagues J. P. 
Published: March 2009

AbstractOne bond and long range 1H‐1H, 1H‐19F, 13C‐1H and 13C‐19F coupling constants for six 1,4‐benzodiazepines are described. An unambiguous assignment of their carbon‐13 resonances is carried out based on chemical shift theory and on the analysis of the fine splittings caused by one bond and long range couplings. Chemical shift and coupling constant values are reported for diazepam, chlordiazepoxide, oxazepam, nitrazepam, chlonazepam and flunitrazepam.
Reaction of nitriles under acidic conditions. Part I. A general method of synthesis of condensed pyrimidines
Authors: Dave K. G. , Shishoo C. J. , Devani M. B. , Kalyanaraman R. , Ananthan S. , Ullas G. V. , Bhadti V. S. 
Published: March 2009

AbstractNitriles are known to give rise to salts of different compositions with halogen acids. Many of the reactions undergone by nitriles under the influence of halogen acids are, in many cases, assumed to proceed via the intermediate formation of highly reactive imidoyl derivatives. The intermediates produced, in situ, by the reaction of nitriles with hydrogen chloride should, in principle, be capable of reacting with compounds containing appropriately placed nucleophilic and electrophilic centers leading to the formation of a heterocycle incorporating the C=N of the nitrile. Thus, the reaction of aliphatic, aromatic and heterocyclic nitriles with a variety of ortho aminocarbonyl derivatives such as nitriles, amides, esters and ketones of benzene, thiophen, furan, pyrrole, benzothiophene and pyridothiophene have been found to yield the corresponding condensed pyrimidines in fair to good yields. This constitutes a facile and versatile one‐pot synthesis of condensed pyrimidines.