bluuebunny/crossref_metadata_2025_split huggingface dataset:
Strained heterocyclic systems. VII. The mass spectral fragmentations of dihydrocycloalka[b]quinolines and quinoline N‐Oxides
Authors: Koch Charles W. , Milberb Richard M. , Markgraf J. Hodge 
Published: March 2009

AbstractHigh resolution mass spectra of compounds 1‐6 were investigated. The quinolines (1‐3) all exhibit a prominent (M‐1)+ peak and subsequent loss of HCN. These processes are consistent with azatropylium ion intermediates. The N‐oxides (4‐6) all exhibit major peaks at (M‐16)+; the abundance of the latter is related to the geometry of the molecule. The four‐membered ring compounds (3 and 6) give more complex spectra, which reflect the influence of the fused strained ring.
Benzo[b]thiophene derivatives. XX. The sulfur isostere of 5,6‐Dihydroxytryptamine
Authors: Campaigne E. , Rogers Richard Brewer , Donelson A. , Bosin T. R. 
Published: March 2009

Abstract3β‐Aminoethyl‐5,6‐dihydroxybenzo[b]thiophene, the sulfur bioisostere of 5,6‐dihydroxytryptamine, a selective neurotoxin, has been synthesized and shown to have significant effect on biogenic amine levels both centrally and peripherally. A derivative, 3β‐aminoethyl‐5,6‐isopropylidenedioxybenzo[b]thiophene, showed significant but opposite activity. The syntheses and preliminary pharmacology are reported.
Réarrangements 1,3 en série hétérocyclicque. II. Synthese d'alcoxy‐5 et aryloxy‐5 phényl‐2 oxadiazoles‐1,3,4
Authors: Golfier Michel , Milcent René 
Published: March 2009

AbstractLa synthèse du chloro‐5 phényl‐2 oxadiazole‐1,3,4 a été mise au point. Ce produit est utilisable pour la préparation de dérivés ou O‐alkylés ou O‐arylés de l'hydroxy‐5 pheényl‐2 oxadiazole‐1,3,4.
Effects of ring substituents on the reactivity of thionphenoxide ions towards some nitro‐activated thiophene derivatives
Authors: Guanti Giuseppe , Dell'Erba Carlo , Macera Paola 
Published: March 2009

AbstractThe rates of nucleophilic substitution of bromine on 3‐bromo‐2‐nitrothiophene (1) and 2‐bromo‐3‐nitrothiophene (II) by o‐, m‐, and p‐substituted thiophenoxide ions bave been measured in methanol at 20.02°.The rate of thiophenoxy‐debromination is always higher when the reaction center is in the β‐position (substrate I) rather than in α‐position (substrate II). Plots of the log k against σ°‐constants for the reaction of the substituted thiophenoxides towards I and II have ρ‐values of ‐0.78 (for substrate I) and ‐0.76 (for substrate II). Deviations from linearity for p‐substituents with strong +M and ‐M effect are discussed.A comparison of proton basicity, carbon basicity, and nucleophilicity of the thiophenoxide ions has also been made.
Synthése de la pyrido[4,3‐e]‐as‐triazine
Authors: Plé‐Colombier Mme N. , Queguiner G. , Pastour P. 
Published: March 2009

AbstractThis communication describes the synthesis of a new heterocycle, pyrido[4,3‐c]‐as‐triazine, its 3‐methyl derivative, and their nmr spectral data.
Synthèse des pyrido[2,3‐d] el [3,2‐d] ‐s‐triazolo[3,4‐f] pyrimidines el de (pyrazolyl‐1')‐4 pyrido[2,3‐d] et [3,2‐d] pyrimidines
Authors: Codefroy MM. L. , Queguiner G. , Pastour P. 
Published: March 2009

AbstractThe synthesis of two new heterocycles is described: pyrido‐[2,3‐d]‐.s‐triazolo[ 3,4‐f] pyrimidine and pyrido[3,2‐d]‐.s‐triayzolo‐[3,4‐f] pyrimidine. 4‐[I'‐Pyrazolyl]pyrido[2,3‐d]pyrimidines and 4‐[1′‐pyrazoly1] pyrido[ 3,2‐d] pyrimidine are obtained by the action of 4‐hydrazinopyrido[2,3‐d]pyrimidine and 4‐hydrazinopyrido‐[3,2‐d]pyrimidine with several β‐diketones.
Synthesis of bridgehead nitrogen heterocycles
Authors: Scovill John P. , Burckhalter Joseph H. 
Published: March 2009

AbstractReductive cyclizations of N‐[2‐(2‐pyridyl)ethyl]imides were accomplished by employing a palladium on carbon catalyst in ethanolic acetic acid as the hydrogenation medium. Reduction of the corresponding N‐[2‐(2‐quinolyl)ethyl]imides ceased at the 1,2,3,4‐tetrahydroquinolyl stage. Controlled reduction of the tetrahydroquinolyl imides with sodium borohydride gave amido alcohols which afforded bridgehead nitrogen heterocycles upon cyclodehydration.
Reaction of ketenes with N,N‐disubstituted à‐aminomethyleneketones. IX. Synthesis of 2H,5H‐pyrano[3,2‐c][1]benzopyran derivatives
Authors: Mosti Luisa , Schenone Pietro , Menozzi Giulia 
Published: March 2009

AbstractCycloaddition of dichloroketene to N,N‐disubstituted 3‐aminomethylene‐4‐chromanones gave in good yield N,N‐disubstituted 4‐amino‐3,3‐dichloro‐3,4‐dihydro‐5H‐pyrano[3,2‐c][1]benzopyran‐2‐ones only in the case of aromatic N‐substitution. Dehydrochlorination with triethylamine of these adducts afforded N,N‐disubstituted 4‐amino‐3‐chloro‐5H‐pyrano[3,2‐c][1]benzopyran‐2‐ones in good to moderate yield. The cycloaddition to 3‐dimethylaminomethylene‐4‐chromanone led directly to 3‐chloro‐4‐dimethylamino‐5H‐pyrano[3,2‐c][1]benzopyran‐2‐one.
3‐Amino‐2,1‐benzoisothiazole. Synthesis of some chloro and trifluoromethyl derivatives
Authors: Gray J. , Waring D. R. 
Published: March 2009

AbstractThe syntheses of the 7‐chloro‐, 4,7‐dichloro‐, 5‐ and 7‐trifluoromethyl, 5‐chloro‐6‐trifluoro‐methyl‐ and 5‐chloro‐7‐trifluoromethyl‐ derivatives of 3‐amino‐2,1‐benzoisothiazole are described. Preparative details are included for a number of the precursors to the benzoisothiazole derivative which have not previously been described. Visible spectra of some azo dyes prepared from the title compounds with a selected coupler are discussed with reference to the substituent effects.
Contribution to the synthesis of (±)‐cryptopleurine and related phenanthroquinolizidines
Authors: Trigo G. G. , Gálvez E. , Söllhuber M. M. 
Published: March 2009

AbstractThe synthesis of the alkaloid cryptopleurine 7b has been accomplished by a sequence involving as a key step the selective Borch reduction of an amidoester 1b to the corresponding aminoester 2b. This route is applicable to the synthesis of derivatives such as 7a.
Reactions with heterocyclic amidines VIII. Synthesis of some new imidazo[1,2‐b]pyrazole derivatives
Authors: Elnagdi Mohamed Hilmy , Hafez Ebtisam Abdel Aziz , El‐Fahham Hassan Attia , Kandeel Ezzat Mohamed 
Published: March 2009

AbstractThe reaction of benzoylacetonitrile (III), its phenylazo derivative (X), malononitrile and malononitrile derivatives with ethyl hydrazinoacetate was investigated. All the investigated compounds with the exception of phenylazobenzoylacetonitrile and phenylazomalononitrile afforded 1‐ethoxycarbonylmethyl‐3‐aminopyrazole derivatives when treated with I. Compounds Xa and XVIII afforded imidazoypyrazole derivatives under the same experimental conditions.
Mass spectra of some 3‐substituted coumarins
Authors: Saint‐Ruf Germain , De Asish , Brunskill John S. A. , Jeffrey Howard 
Published: March 2009

AbstractThe electron impact mass spectrometric fragmentation pathways for some 3‐substituted derivatives of coumarin, benzo[f]coumarin, thieno[3,2‐f]coumarin, thieno[2,3‐h]coumarin and azacoumarin, viz nitriles, carboxamides, thiocarboxamides and esters were investigated. The initial cleavage of the pyrone ring is found to be largely dependent on the stability, under electron impact, of the attached functional group.
2‐Imidazolines. III (1). 1‐Aryl‐ and 1‐acyl‐2‐amino‐(ormethoxy)‐4,5‐diamino‐4,5‐dihydroimidazoles. Synthesis and properties
Authors: Citerio Luisa , Rivera Elisabetta , Saccarello Maria Luisa , Stradi Riccardo , Gioia Bruno 
Published: March 2009

AbstractDiimmonium salt (5) reacts with guanidines (6) and o‐methylisoureas (7) affording 2‐amino‐4,5‐dimorpholinoimidazolines (9). 1‐Aryl‐2‐amino‐4,5‐dimorpholinoimidazolines lose the amino functionality under mild acidic conditions with formation of 2‐amino‐5‐morpholinoimidazole derivatives (10) whereas 1‐acyl derivatives undergo under the same conditions a ring expansion process leading to pyrimidine derivatives (13).
Synthesis of granatanine‐3‐spiro‐5'‐hydantoin‐N‐ω‐hydroxyalkyl esters
Authors: Trigo G. G. , Avendaño C. , Ballesteros P. , Sastre A. 
Published: March 2009

AbstractSynthetic methods to prepare N‐ω‐hydroxyalkyl‐nor‐psuedopelletierine and granatanine‐3‐spiro‐5'‐hydantoin N‐ω‐hy droxyalkylbenzylic and diphenylacetic esters are analyzed. The Bucherer‐Bergs synthesis used by us to obtain some other granatanine‐spirohydantoins (2), originates the hydrolysis of the ester group.
Selenium heterocycles. XXIX. Reaction of substituted 2‐thioxo‐1,3‐thiaselenoles with ethyl diazoacetate, ethyl azidoformate and phenyl azide
Authors: Shafiee A. , Vosooghi M. , Asgharian R. 
Published: March 2009

AbstractReaction of 5‐substituted 2‐thioxo‐1,3‐thiaselenoles with ethyl diazoacetate, phenyl azide and ethyl azidoformate afforded 2‐substituted ω‐carbethoxy‐1,4‐thiaselenafulvenes (II), 5‐substituted 2‐phenylimino‐1,3‐thiaselenoles (IV) and 5‐substituted 2‐carbethoxyimino‐1,3‐thiaselenoles (V), respectively. The structure of these compounds were confirmed by spectroscopic methods and chemical analysis.
New heterocyclic ring systems. XI. Azadithiasteroid analogues
Authors: Fravolini A. , Schiaffella F. , Brunelli C. , Cecchetti V. 
Published: March 2009

AbstractSynthesis of the title compounds has been achieved starting from 4‐oxo‐3,4‐dihydro‐2H,5H‐thiopyrano[3,2‐c][1]benzothiopyran 6,6‐dioxide (III), which was converted to glyoxylate (IV), β‐ketoester (V), difluoride complex (VII) and β‐diketone (XII) gave with hydrazine, hydroxyl‐amine and glycine ethyl ester several azadithiasteroid analogues.
Folate antagonists. 16. Antimalarial and antibacterial effects of 2,4‐diamino‐6‐[(heterocyclic)thio, sulfinyl, and sulfonyl]quinazolines
Authors: Elslager Edward F. , Jacob Patricia , Johnson Judith , Werbel Leslie M. 
Published: March 2009

AbstractThe reaction of 5‐chloro‐2‐nitrobenzonitrile with a variety of mercaptoheterocycles provided the corresponding 2‐nitro‐5‐[(heterocyclic)thio]benzonitriles. Reduction to the amine followed by cyclization with chloroformamidine hydrochloride afforded a series of 2,4‐diamino‐6‐[(hetero‐cyclic)thio]quinazolines. Bromination, oxidation, and amidine formation were accomplished with 2,4‐diamino‐6‐[(4‐phenyl‐2‐thiazolyl)thio]quinazoline (23) to provide additional analogs. Several of these compounds exhibited suppressive antimalarial activity against drug‐sensitive lines of Plasmodium berghei in mice.
Orientation de la réaction d'alkylation des pyrazoles dans des conditions neutres et en catalyse par transfert de phase
Authors: Tarrago Georges , Ramdani Abdelkrim , Elguero JosÉ , Espada Modesta 
Published: March 2009

AbstractL'etude de la N‐butylation et de la N‐benzylation de neuf pyrazoles, diversement substitués en positions 3 et 5, a été effectuée en milieu neutre et en milieu basique (catalyse par transfert de phase), L'orientation de la reaction depend fortement de la méthode employée, quand le pyrazole de départ porte en position 3 (ou 5) un substituant qui a une paire libre en ortho (pyrazolyle ou pyridyle). Les différents produits ont été identifiés par rmn du proton.
Studies in the heterocyclic series XVII. A new type of triazaphenothiazine heterocycle
Authors: Okafor Charles O. 
Published: March 2009

AbstractThe synthesis of derivatives of 1,4,6‐benzo[b]triazaphenothiazine, a novel aza‐analog of phenothiazine, is described. The parent compound was obtained by base‐catalysed condensation of 3‐amino‐2‐mercaptopyridine with 2,3‐dichloroquinoxaline in aqueous DMF. Several derivatives were also prepared by using the appropriately substituted aminomercaptopyridines and dichloro‐quinoxalines. Nitration with mixed nitric and sulfuric acids gave the corresponding 13‐nitro‐1,4,6‐benzo[b]triazaphenothiazine derivatives. The structures were elucidated by chemical evidence and by a study of their infrared, ultraviolet, pmr and mass spectra.
Synthesis of 2,3,5,6‐tetrahydroimidazo[1,2‐c]quinazoline derivatives as potential narcotic antagonists
Authors: Antonini I. , Cristalli G. , Franchetti P. , Grifantini M. , Martelli S. 
Published: March 2009

AbstractThe synthesis of a series of N6‐alkyl derivatives of the 2,3,5,6‐tetrahydroimidazo[1,2‐c]quinazoline as potential narcotic antagonists is reported.
Synthesis of 6‐amino‐1,2,3‐triazolo[4,5‐c] pyridin‐4(5H)one (8‐aza‐3‐deazaguanine) and 6‐amino‐1‐(β‐D‐ribofuranosyl)‐1,2,3‐triazolo[4,5‐c] pyridin‐4(5H)one (8‐Aza‐3‐deazaguanosine) via novel ring closure procedures
Authors: Meyer Ric H. B. , Revankar Ganapathi R. , Dan Cook P. , Ehler Kenneth W. , Schweizer Martin P. , Robins Roland K. 
Published: March 2009

AbstractThe total synthesis of 6‐amino‐1,2,3‐triazolo[4,5‐c]pyridin‐4(5H)one (8‐aza‐3‐deazaguanine, 3) and 6‐amino‐1‐(β‐D‐ribofuranosyl)‐1,2,3‐triazolo[4,5‐c]pyridin‐4(5H)one (8‐aza‐3‐deazaguano‐sine, 22) has been described for the first time by a novel base‐catalyzed ring closure of 4(5)‐cyanomethyl‐1,2,3‐triazole‐5(4)carboxamide (14) and methyl 5‐cyanomethyl‐1‐(2,3,5‐tri‐O‐ben‐zoyl‐β‐D‐ribofuranosyl)‐1,2,3‐triazole‐4‐carboxylate (17), respectively. Under the catalysis of DBU, 2,4‐dinitrophenylhydrazone of dimethyl 1,3‐acetonedicarboxylate (7) was converted to methyl 5‐methoxycarbonylmethyl‐1‐(2,4‐dinitroanilino)‐1,2,3‐triazole‐4‐carboxylate (12) via dimethyl 2‐diazo‐3‐iminoglutarate (8). Catalytic reduction of 12 gave methyl 4(5)methoxycar‐bonylmethyl‐1,2,3‐triazole‐5(4)carboxylate (11) from which methyl 4(5)carbamoylmethyl‐1,2,3‐triazole‐5(4)carboxylate (10) was obtained by ammonolysis. Dehydration of 10 provided methyl 4(5)cyanomethyl‐1,2,3‐triazole‐5(4)carboxylate (13) which on amination gave 14. The 1,2,3‐triazole nucleosides 17, 18 and 19 were obtained from the stannic chloride‐catalyzed condensation of the trimethylsilyl 13 and a fully acylated β‐D‐ribofuranose. The yield and ratio of the ribofuranosyl derivatives of 13 markedly depends on the ratio of stannic chloride used. The structures of the nucleosides 22 and 23 were established by a combination of NOE, 1H‐nmr and 13C‐nmr spectroscopy.
Cyanation and sulfonylation of 5‐substituted tetrazoles. imidoyl azides
Authors: Subba Rao O. , Lwowski Walter 
Published: March 2009

AbstractReaction of 5‐methoxy‐ and 5‐ethoxytetrazole with methanesulfonyl chloride and cyanogen bromide was found to occur in the 1‐position of the tetrazole. This is in marked contrast to other acylations of 5‐substituted tetrazoles, where high yields of the 2‐acyl derivatives are reported for dozens of examples and a variety of acylating agents. The 1‐methanesulfonyl‐ and 1‐cyano‐5‐alkoxytetrazoles ring‐open spontaneously to the corresponding imidoyl azides, which are conveniently prepared by this method.
Decarboxylation of a benzo[b] thiophene‐2‐carboxylic acid
Authors: Jackson Bernice D. , Bowlus Stephen B. 
Published: March 2009

Abstract5‐Hydroxy‐3‐methylbenzo[b]thiophene‐2‐carboxylic acid can be decarboxylated by refluxing with 48% hydrobromic acid for 30 minutes. Yield and quality of the product are better than for the previously used copper‐quinoline decarboxylation. The 5‐methoxy analog of the above acid is stable to decarboxylation under these conditions; however, it demethylates readily under the reaction conditions, and the phenol thus afforded decarboxylates.
Fluorinated chromenes. Synthesis of 6,7‐dimethoxy‐2‐methyl‐2‐trifluoromethyl‐2H‐chromene
Authors: Camps F. , Coll J. , Messeguer A. , Pericás M. A. 
Published: March 2009

AbstractPreparation of the title compound, a trifluoromethyl analog of the natural insect antijuvenile hormone 6,7‐dimethoxy‐2,2‐dimethyl‐2H‐chromene (precocene II), from 3,4‐dimethoxyphenol and 1,1,1‐trifluoro‐4,4‐dimethoxy‐2‐methyl‐2‐butyl mesylate is described.
Reaction of ethyl 3‐ethoxymethylene‐2,4‐dioxovalerate with monosubstituted hydrazines
Authors: Kurihara Takushi , Uno Toshiko , Sakamoto Yasuhiko 
Published: March 2009

AbstractReactions of ethyl 3‐ethoxymethylene‐2,4‐dioxovalerate (1) with phenyl‐ and methylhydrazines are described. While the reaction of 1 with phenylhydrazine gave a mixture of ethyl 4‐acetyl‐1‐phenylpyrazole‐5‐carboxylate (4) and ethyl 5‐methyl‐1‐phenylpyrazole‐4‐glyoxylate (5), 1 reacted with methylhydrazine to give ethyl 4‐acetyl‐1‐methylpyrazole‐3‐carboxylate (14) as the sole product.
Nouvelles syntheses de la thieno[2,3‐b] pyrazine
Authors: Bourguignon Jean , Lemarchand Marc , Quéguiner Guy 
Published: March 2009

AbstractDeux nouvelles synthèses de la thiéno[2,3‐b]pyrazine sont décrites avec la méthyl pyrazine comme produit de départ. L'une des méthodes consiste en une voie originale d'obtention d'un cycle thiophénique dans un système à noyaux condensés.
Chemistry of sulfonyl isocyanates and sulfonyl isothiocyanates. X. Possible routes to substituted imidazolidinethiones and hexahydropyrimidinethiones
Authors: Mcfarland J. W. , Kozel T. H. , Stuhlmacher K. R. , Chevalier T. S. 
Published: March 2009

Abstract4‐Toluenesulfonyl isocyanate (I) reacted with 2‐aminoethanol and 3‐amino‐l‐propanol to give 2:1 isocyanate/amino alcohol addition products. 1‐Amino‐2‐propanol and I gave 1:1 and 2:1 adducts while 2‐amino‐2‐methyl‐l‐propanol afforded only a 1:1 adduct. 4‐Toluenesulfonyl isothio‐cyanate (III) gave 1:1 adducts with 2‐aminoethanol, l‐amino‐2‐propanol and 3‐amino‐l‐propanol, the first two of which were cyclized by concentrated sulfuric acid to 1‐(4‐toluenesulfonyl)‐imidazoline‐2‐thiones and the third to 1‐(4‐toluenesulfonyl)hexahydropyrimidine‐2‐thione. A 1:2 adduct was obtained from III and 2‐amino‐2‐methyl‐l‐propanol. Amino acids reacted with I and with 4‐chlorobenzenesulfonyl isocyanate (II) to give N‐(arylsulfonyl)‐N1‐(carboxylic acid)‐ureas. N‐(4‐Toluenesulfonyl)‐N1‐(acetic acid)‐urea (XVI) was converted to the methyl ester (XIX) by concentrated sulfuric acid and methanol and to water‐soluble unrecoverable products by sulfuric acid alone. Glycine and III gave N‐(4‐toluenesulfonyl)‐N1‐(acetic acid)‐thiourea (XX) which was converted to the methyl ester (XXII) by concentrated sulfuric acid/methanol and to the cyclic 1‐(4‐toluenesulfonyl)imidazolin‐5‐one‐2‐thione (XXI) by sulfuric acid alone.
Quinoline nitroxide radicals. Ipso‐attack in the reaction between 2‐methoxy and 2‐cyanoquinoline N‐oxide, and phenylmagnesium bromide
Authors: Colonna Martino , Greci Lucedio , Poloni Marino 
Published: March 2009

Abstract2‐Methoxy and 2‐cyanoquinoline N‐oxide, when treated with phenylmagnesium bromide, undergo a nucleophilic ipso‐attack at C‐2, yielding, by elimination of methoxymagnesium bromide or cyanomagnesium bromide, the corresponding 2‐phenylquinoline N‐oxides, which react with the excess of Grignard reagents forming 2,2‐diphenylquinoline 1‐oxyls. Even when the methoxy and cyano groups are in position 4, the attack by the Grignard reagent takes place at C‐2 giving 2‐phenylquinolines and 2‐phenylquinoline N‐oxides by elimination of hydroxymagnesium bromide and bromomagnesium hydride, respectively; the formation of 2,2‐diphenylquinoline l‐oxyls in these reactions is discussed.
On the reaction of phenyldisic acids with α,β‐unsaturated carbonyl compounds. Reversible non‐catalyzed michael addition and ring closure to derivatives of 2H,7H‐isoxazolo[3,2‐b][1,3]oxazine
Authors: Zvilichovsky Gury , David Mordechai , Nemes Eliahu 
Published: March 2009

Abstract4‐Aryl‐3,5‐dihyroxyisoxazoles which are strong organic acids add spontaneously to mesityl oxide to form 4‐aryl‐2‐(1,1‐dimethyl‐3‐oxobutyl)isoxazolidine‐3,5‐dione. This reaction was found to be reversible and the equilibrium is solvent dependent. These acids add to 2 moles of methyl vinyl ketone. The adducts obtained from mesityl oxide undergo ketalization to form derivatives of 2H,7H‐isoxazolo[3,2‐b][1,3]oxazine on exposure to alcohols. The rate of this ring closure reaction is dependent on the nature of the alcohol and on the nature of the substituent on the phenyl group which is at position 4 of the isoxazole ring. The mechanisms of the non catalyzed Michael addition and of the ketalization reaction are discussed. The structure of the polymers which are obtained by the reaction of phenyldisic acids with acrolein and crotonaldehyde is also discussed.
Reaction of hydrazonoyl halides with N‐aryl substituted benzamidines
Authors: Anzani Fulvio , Croce Piero Dalla , Stradi Riccardo 
Published: March 2009

AbstractThe reaction between hydrazonoyl halides and N‐arylbenzamidines leads to the simultaneous formation of products derived from a substitution and a cycloaddition reaction via two independent paths.
Carbocyclic analogs of cytosine nucleosides
Authors: Shealy Y. Fulmer , O'Dell C. Allen 
Published: March 2009

AbstractThe carbocyclic analogs of cytidine, 2′‐deoxycytidine, and 3′‐deoxycytidine were synthesized from the analogous uracil derivatives. The route consists of complete benzoylation of the uracil derivative, selective removal of a benzoyl group attached to the pyrimidine ring, conversion of the 4‐oxo to a 4‐chloro group with the dimethylformamide‐thionyl chloride reagent, and replacement of the chloro group with an amino group in methanolic ammonia. When the total products of the deoxychlorination reaction were employed, the desired cytosine derivatives were frequently accompanied by small amounts of the corresponding N,N‐dimethylcytosine derivatives, which could be removed by ion‐exchange chromatography. Carbodine (VIa), the carbocyclic analog of cytidine, was obtained in 84% yield from the pure 4‐chloropyrimidinone intermediate, after the latter was prepared by deoxychlorination in carbon tetrachloride. Carbodine has antileukemic, antiviral, and antibacterial activity.
1,4‐Benzodiazepine und 1,5‐benzodiazocine. III Oxydation eines 2‐Chloromethyl‐1,4‐benzodiazepinderivates
Authors: Milkowski W. , Hüschens R. , Kuchenbecker H. 
Published: March 2009

Abstract7‐Chlor‐l‐methyl‐2‐chlormethyl‐5‐phenyl‐2,3‐dihydro‐1H‐1,4‐benzodiazepin (1) wird mit Kaliumpermanganat und Chromsäure oxydiert. Die Oxydationsprodukte werden diskutiert. Während man mit Kaliumpermanganat in verd. Salzsäure als Hauptprodukt das 7‐Chlor‐l‐methyl‐5‐phenyl‐1,3‐dihydro‐2H‐1,4‐benzodiazepin‐2‐on (3) erhält, beobachtet man mit Chromsäureanhydrid in Pyridin in zunehmendem Maße Oxydation der N‐Methylgruppe sowie einen zusätzlichen Angriff am C3.
N‐acyl (substituted) phenylglycine derivatives
Authors: Edwards M. L. 
Published: March 2009

AbstractAmidoalkylation of three benzoheterocycles, benzimidazole‐2‐one, 1,3‐dihydrobenzo[c]‐thiophene 2,2‐dioxide and 1,3‐dihydro‐2,1,3‐benzothiadiazole using N‐acylhippuric acids was successful. The corresponding phenylglycine analogs were prepared by removal of the N‐acyl protecting group.
A new synthesis of 2‐pyrazolin‐5‐ones from the condensation of C(α),N‐dilithiophenylhydrazones with diethyl carbonate
Authors: Wilson Jana D. , Fulmer Tammy D. , Dasher Lisette P. , Beam Charles F. 
Published: March 2009

AbstractC(α),N‐Dilithiophenylhydrazones were prepared from phenylhydrazones in an excess of lithium diisopropylamide and condensed with diethyl carbonate followed by an acid cyclization to give 2‐pyrazolin‐5‐ones.
The photoinitiated substitution reactions of 2‐pyridinecarbonitrile with benzophenone in aqueous 2‐propanol
Authors: Caronna Tullio , Morrocchi Sergio , Vittimberga Bruno M. 
Published: March 2009

AbstractThe photoinitiated reaction of 2‐pyridinecarbonitrile and benzophenone in acidic 4:1 2‐propanol‐water yields substitution product 3 and bicyclic product 4. In nonacidic solution 3 is the principal product in addition to small amounts of a bipyridyl compound 5.
Mononuclear heterocyclic rearrangements. Part 4 Synthesis and characterization of the E‐isomer phenylhydrazone of 3‐benzoyl‐5‐phenyl‐1,2,4‐oxadiazole
Authors: Vivona Nicolò , Ruccia Michele , Frenna Vincenzo , Spinelli Domenico 
Published: March 2009

Abstract3‐Benzoyl‐5‐phenyl‐1,2,4‐oxadiazole (I) with phenylhydrazine in acetic acid gives the two geometrical isomers, phenylhydrazones II‐Z and II‐E, which have been characterized by uv‐visible, ir, and nmr spectra. The possible II‐E ⇌ II‐Z isomerization as well as the rearrangement of II‐Z and of II‐E into 2,5‐diphenyl‐4‐benzoylamino‐1,2,3‐triazole (III) has been pointed out.