bluuebunny/crossref_metadata_2025_split huggingface dataset:
The effects of lanthanide shift reagents on the NMR spectra of diaza‐and dithiacyclophanes
Authors: Ricci A. , Danieli R. , Phillips R. A. , Ridd J. H. 
Published: April 2009

AbstractThe effect of a lanthanide shift reagent Eu(dpm)3 on the spectra of 3 diazacyclophanes (Ia‐c) has been studied together with the effect of a fluorinated shift reagent En(fod)3d27 on the nmr spectra of three dithiacyclophanes (IIa‐c). The shift reagents remove certain unexpected accidental degeneracies in the original spectra and permit the assignment of the peaks in the expanded spectra to the individual methylene groups. The comparison of the chemical shifts for the methylene groups above the aromatic rings with those of related compounds provides evidence of an upfield shift deriving from the aromatic ring current. The synthesis of two new dithiacyclophanes (IIb‐c) is reported.
Mass spectra of 5‐styryl and 5‐acylpyrazoles
Authors: El Khadem Hassan , Foltz Rodger L. , Horton Derek 
Published: April 2009

AbstractHigh‐resolution, electron‐impact, mass‐spectrometric measurements have been made on three types of pyrazoles. Type 1 comprised ethyl 5‐styrylpyrazole‐3‐carboxylates having in the α‐position of the styryl group either a hydrogen atom, a methyl, or a phenyl group. Type II were 1,3,5‐trisubstituted pyrazoles having phenyl (or p‐substituted phenyl) groups in position 1, amide or carboxylate groups in position 3, and styryl (or α‐substituted styryl) groups in position 5. Type III differed from type II in possessing a readily cleaved acyl or aroyl group instead of the styryl group. The compounds containing styryl groups gave significant ions corresponding to the formation of polycyclic heteroaromatic rings, in addition to various other fragments derived from such rings. Intensities and accurate mass‐measurements are given for all ions having intensities exceeding 5% of the base peak.
Mono‐N‐amino salt of benzodiazines and naphthyridines
Authors: Tamura Yasumitsu , Miki Yasuyoshi , Minamikawa Jun‐Ichi , Ikeda Masazunu 
Published: April 2009

AbstractThe mono‐N‐amino salts of 3‐phenylcinnoline, phthalazine, 1‐phenylphthalazine, 4‐phenylquinazoline, 2‐phenylquinoxaline, 1,5‐ and 1,8‐naphthyridines are in high yields prepared by direct N‐amination of the parent heterocycles with O‐mesitylenesulfonylhydroxylamine. With the one expection of 3‐phenylcinnoline, the site of N‐amination was determined by mass and nmr spectral techniques. The results indicate that the N‐amination occurs preferentially at the least sterically hindered nitrogen atom.
Glyoxal bishydrazones through facile ring cleavage of hydrazinopyrazine by hydrazines
Authors: Tserng Kou‐Yi , Bauer Ludwig 
Published: April 2009

AbstractThe reaction of chloropyrazine and hydrazine was reinvestigated and was shown to produce hydrazinopyrazine and glyoxal bishydrazone. The latter was obtained also when hydrazine hydrochloride was allowed to react with Hydrazinopyrazine. The fusion of hydrazinopyrazine at 160° produced glyoxal his(pyrazinythydrazone). The interconversions of glyoxal bishydrazone with Hydrazinopyrazine were studied. Mechanisms to explain the various transformations are discussed.
Competitive and consecutive eliminations of N2 and CO (or C2H4) from some heterocyclies under electron impact
Authors: Tou James C. 
Published: April 2009

AbstractHigh resolution mass spectrometry was used to study two types of expected primary competing reactions triggered by two isobaric structural groups in some heterocyclic compounds, I‐V, under 70 eV electron impact. The reactions are

In both cases, it was found that the primary loss was exclusively a N2 molecule which is then followed by the loss of CO or C2 H4.
(1‐Adamantanethio)pyridines and tetrahydropyridines from the reaction of 1‐adamantanethiol with pyridine I‐oxide in acetic anhydride
Authors: Mikrut Bernard A. , Khullar Krishan K. , Chan Pamela Y. P. , Kokosa John M. , Bauer Ludwig , Egan Richard S. 
Published: April 2009

AbstractThe reaction of pyridine 1‐oxide with 1‐adamantanethiol in acetic anhydride produced a mixture of 2‐ and 3‐(1‐adamantanethio)pyridines, 1‐aeetyl‐2‐(1‐adamantanethio)‐3‐hydroxy‐4‐acetoxy‐1,2,3,4‐telrahydropyridine and the corresponding 3‐acetoxyderivative. Pure substances were separated by means of column chromatography on alumina. The tetrahydropyridines were identified by means of their proton magnetic and mass spectra. 4‐(1‐Adamantanethio)pyridine was synthesized from 4‐chloropyridinc and 1‐adamantanethiol. The three isomeric (1‐adamantanethio)‐pyridines were, each, cleaved by concentrated hydrochloric acid to give 1‐chloroadamantane and the corresponding pyridinethiol.
The reaction of propane sultone with cuanosine, adenosine, and related compounds
Authors: Goldschmidt B. M. , Frenkel K. , Van Duuren B. L. 
Published: April 2009

AbstractPropane sultone (3‐hydroxypropanesulfonic acid‐γ‐lactone) which is a monofunctional directacting alkylating carcinogen, has been shown to react irreversibly with DNA from various sourcesin vitro.It reacts with guanosine in DMSO to yield the N‐7 alkyl nucleoside, while reaction with 2′‐deoxyguanosine yields the corresponding N‐7 alkyl purine. Evidence for the structure of these products and of one formed when adenosine and propane sultone react is presented.
Enamines derived from the reactions of 2‐amino‐3‐(o‐bromobenzyloxy)pyridine with esters of acetoacetic and β‐aminocrotonic acids. Enamines as intermediates in the formation of 4H‐pyrido[1,2‐a]pyrimidin‐4‐ones
Authors: Yale Harry L. 
Published: April 2009

AbstractTwo stable crystalline enamines, 10 and 11, have been isolated from the reactions of 2‐amino‐3‐(o‐bromobenzyloxy)pyridine, 4, with esters of acetoacetic or β‐aminocrotonic acids. The formation of 10 and 11 occurred in the absence of a solvent or in diethylbenzene at 100–175°, and was always accompanied by the formation of the cyclized derivative, 9‐(o‐bromobenzyloxy)‐2‐methylpyrido[1,2‐a]pyrimidin‐4‐one, 12. Molecular models, ir, and pmr spectra were employed to establish the structure of the enamines and to demonstrate that in solution, 10 and 11 existed as six‐membered chelate structures, with intramolecular hydrogen bonding between the NH proton and the ester carbonyl oxygen atom. The thermal cyclization of 10 and 11 to 12 occurred under a variety of conditions: (a) in diethylbenzene at 170–175°, (b) fusion at 175–180° under atmospheric pressure, or (c) heating at 175–180°/1 mm, thus suggesting that an enamine is the intermediate in cyclization reactions that lead to the formation of pyrido [1,2‐a]pyrimidin‐4‐ones.
Pyridazines. VI. Some 6‐substituted 3(2H)pyridazinones
Authors: Steck Edgar A. , Brundage R. Pauline , Fletcher Lynn T. 
Published: April 2009

AbstractA series of 6‐substituted 3(2H)pyridazinones was prepared. The 6‐substituent was either aromatic of heter‐aromatic in structure. A few basically‐substituted representatives were also made.
Ring closure, of 2‐benzylamino‐1‐phenylethanols to 4‐phenyltetrahydroisoquinolines
Authors: Schwan Thomas J. , Lougheed Guy S. , Burrous Stanley E. 
Published: April 2009

AbstractThe, facile preparation of 4‐pbenyltetrabydroisoquinolines by the acid‐catalyzed cyclization of 2‐benzylamino‐1‐pbenyletbanols and related compounds is described along with a discussion of the scope, limitations, and possible mechanism of the reaction.
Nucleophilic displacement of aromatic fluorine, Part II Indazoles, indazolo[2,3‐c]quinazolines, indazolo[2,3‐d] [1,4]benzodiazepines and indazolo[2,3‐c]benzo‐1,2,3‐triazenes
Authors: Walser A. , Zally W. J. , Fryer R. Ian 
Published: April 2009

Abstract3‐(2‐Arninophenyl)indazoles 2 were prepared by the reaction of the o‐fluorobenzophenones 1 with hydrazines. These indazoles were converted to the tetracyclic title compounds by conventional methods.
Synthesis of substituted 5‐oxo‐1‐thiocarbamoyl‐3‐pyrazoline‐4‐alkanoic acid derivatives
Authors: Santilli Arthur A. , Hofmann Bruce R. , Kim Dong H. 
Published: April 2009

AbstractCyclization of the 4‐methyl‐3‐thiosemicarbazone of diethyl acetylsuccinate (1a) by the action of ammonium hydroxide followed by acidification afforded ethyl 3‐methyl‐1‐methylthiocarbamoyl‐5‐oxo‐3‐pyrazoline‐4‐acetate (11a). Pmr spectral analyses using shift reagent, Eu(fod)3, in deuteriochloroform indicated the presence also of approximately 15% of a second tautomer, ethyl 5‐hydroxy‐3‐methyl‐1‐(methylthiocarbamoyl)pyrazole‐4‐acetate (11a'). 3‐Methyl‐1‐methyl‐thiocarbamoyl‐5‐oxo‐pyrazoline‐4‐acetamide (11b) was prepared by extending the reaction time of 1a with ammonium hydroxide. Alkaline hydrolysis of 11a provided the corresponding acid 3‐methyl‐1‐methylthiocarbamoyl‐5‐oxo‐3‐pyrazoline‐4‐acetie acid (11c). Regeneration of 11a was achieved by the reaction of ethyl 3‐methyl‐5‐oxo‐3‐pyrazoline‐4‐acetate (IV) with methyl isothiocyanate. The latter reaction provided confirmation of structure for 11a. The preparation of other pyrazolin‐5‐ones by cyclization of thiosemicarbazones of ethyl formylsuccinate and ethyl acetylglutarate also is presented. All spectra are in accord with the proposed structures.
Nucleophilic displacement of aromatic fluorine, part I, synthesis of benzisoxazoles
Authors: Walser Armin , Flynn Thomas , Fryer R. Ian 
Published: April 2009

AbstractThe quinazoline 3‐oxides 2 were found to convert to the benzisoxazoloquinazolines 3 by heating in acetic anhydride. The dihydroquinazoline 3‐oxides 1 underwent aromatization to 4 under the same conditions. Hydrolysis of 3 or 2 led to the 3‐(2‐aminophenyl)benzisoxazoles 8 which could be rearranged to the 3‐(2‐hydroxyphenyl)indazoles 11 by treatment with hydride. Possible mechanisms are discussed.
The ultraviolet spectra of the chloropyridines and chlorinated pyridines possessing a sulfur (‐SR), nitrogen (‐NR2), or oxygen (‐OR) substituent in either the 2 or 4‐position: A convenient method for distinguishing such positional isomers
Authors: Giacobbe Thomas J. , Mcgregor Stanley D. , Beman Floyd L. 
Published: April 2009

AbstractThe ultraviolet spectra for a series of 15 chlorinated pyridines which contain a sulfur, nitrogen or an oxygen substituent at either the 2 or 4‐position have been examined. A correlation has been established between the position (2 vs 4) of the S, N, or O substituent on the chlorinated pyridines and their ultraviolet spectra. It was found that the chlorinated pyridines with S, N, or O substitution at the 2‐position gave ultraviolet spectra whose longest wavelength absorption maxima were enhanced (moved to a greater wavelength and an increased extinction coefficient) when compared to the spectra of the 4‐substituted isomers. The difference is great enough so that an easy identification of positional isomers can be made with a relatively high degree of confidence even when only one positional isomer is available. The ultraviolet spectra of all the chlorinated pyridines has been recorded, and it was observed that the number of chlorine atoms, and not their position, was the more significant factor in determining the overall character of the spectra.
Substituted macrocyclic aryl tetraethers
Authors: Gilbert Everett E. 
Published: April 2009

AbstractMacrocyclic ethers have been prepared by reading 1,5 dichloro‐2,4‐dinitrobenzene with various halogenated and alkylated resorcinols and hydroquinones. Electrophilic substitution (nitration, bromination, and sulfonation) of several has been studied, with special emphasis on nitration. Macrocycles derived from the hydroquinones and the 2‐substituted resorcinols are more resistant to substitution than those derived from the 4‐, 5‐, or 6‐substituted resorcinols; possible explanations are given.
Reaction of cis‐3‐bromo‐1,2‐dibenzoylpropene with amines
Authors: Weiss Douglas E. , Cromwell Norman H. 
Published: April 2009

AbstractThe reaction of cis‐3‐bromo‐1,2‐dibenzoylpropene (1) with amines proceeds by means of a substitution‐rearrangement attack to give the 2‐(α‐aminoacetophenonyl)acrylophenones (2). Like similar structures, 2 undergoes further substitution‐rearrangement by amines to give 3‐benzoyl‐5‐phenylpyrroles (5) and an enaminoketone, α‐acetophenonyl‐β‐aminoacrylophenone (3). Competitive with substitution‐rearrangement, amine addition to 2 followed by loss of hydrogen and then water leads to formation of the 3‐benzoyl‐4‐amino‐5‐phenylpyrroles (4). The enaminoketones (3) by contrast with 2 are quite stable. Structure 2 when in polar solvents or in the presence of amines undergoes substitution‐rearrangement to give 3, which can be induced to give the pyrroles (5) when exposed to acid conditions. When neat or in solvents of low polarity, 2 undergoes intermolecular substitution‐rearrangement‐dehydration to give 5 almost exclusively.A novel addition reaction of 3‐benzoyl‐5‐phenylfuran involving attack by isopropyl‐ or cyclohexylamine provides a quantitative method of synthesizing the appropriate N‐substituted examples of 3 and an efficient method of deriving the corresponding pyrroles (5).
Systèmes aromatiques à 10 électrons π derivés de l'aza‐3a pentalène. XVII. Tautomérie azido/tétrazole dans la série du pyrazole
Authors: Alcalde Ermitas , De Mendoza Javier , Elguero José 
Published: April 2009

AbstractL'étude par IR et RMN de douze azido‐3 (ou −5) pyrazoles en milieu neutre a montré que la seule forme présente est l'azide. Dans le cas des dérivés N‐acétylés et N‐H c'est l'isomère (tautomère) azido‐3 qui est le plus stable. Les azido‐3 pyrazoles sont les seuls polyazoles pour lesquels on observe en RMN (solvant: DMSO) des couplages entre les protons du cycle et le proton fixé sur l'azote. En milieu Basique, on obtient les anions correspondants aux azido‐3 pyrazoles N‐H: ces anions évoluent lentement, en suivant une cinétique d'ordre I, vers des anions bicycliques dérivés de l'aza‐3a pentalène, les pyrazolo[1,5‐d]tétrazoles. Cette évolution a été suivie par IR et RMN.
The preparation and aqueous basic oxidation of diethyl 1‐methyl‐3‐hydroxy‐5‐phenylpyrrole‐2,4‐dicarboxylate
Authors: Campaigne E. , Shutske G. M. 
Published: April 2009

AbstractDiethyl 1‐methyl‐3‐hydroxy‐5‐phenylpyrrole‐2,4‐dicarboxylate has been synthesized in good yield from readily available materials, diethyl benzylidenemalonate and ethyl sarcosinate. It was found to react with oxygen in aqueous base to give two oxidation products, ethyl 1‐methyl‐2‐oxo‐3‐hydroxy‐5‐phenyl‐3‐pyrroline‐4‐carboxylate (9) and ethyl 1‐methyl‐2,3‐dioxo‐5‐phenyl‐4‐pyrroline‐4‐carboxylate (10). These two oxidation products are postulated to arise from the decomposition of a common intermediate, diethyl 1‐methyl‐2‐hydroperoxy‐3‐oxo‐5‐phenyl‐4‐pyrroline‐2,4‐dicarboxylate. Reaction of the title compound with oxygen in pyridine containing Triton B again produced two products, the dioxo compound (10) and diethyl 1‐methyl‐2‐hydroxy‐3‐oxo‐5‐phenyl‐4‐pyrroline‐2,4‐dicarboxylate (12). Compound 12 was shown to react in aqueous base to give exclusively 9. The hydration of 10 in acidic and basic media is also discussed.
Bridged 1,4‐benzoxazocines from 5‐hydroxy‐3‐phenyl‐2‐benzofuranone
Authors: Zaugg H. E. , Holland J. B. , Dunnigan D. A. , Denet R. W. 
Published: April 2009

AbstractA previously described neighboring group reaction has been extended to the synthesis of hydroxy‐substituted bridged 1,4‐benzoxazocines (i.e., 7, 8) bearing a structural analogy to potent analgetics of the hydroxy‐6,7‐benzomorphan series. In contrast to the latter, the presence of a hydroxyl group in the aromatic ring of the present series destroys all analgesic activity possessed by the unsubstituted system.
Preparation of certain 2‐N‐alkylamino‐and 2‐N,N‐dialkylamino‐10‐methylphenothiazines via phenothiazyne
Authors: Biehl E. R. , Patrizi V. , Lapis S. , Reeves P. C. 
Published: April 2009

AbstractThe treatment of 2‐chloro‐10‐methylphenothiazine, 1, with lithium alkylamide/alkylamine or lithium dialkylamide/dialkylamine yields the corresponding 2‐N‐alkylamino‐or 2‐N,N‐dialkylaminophenothiazines in good yields via phenothiazyne. No significant reduction of 1 to 10‐methylphenothiazine is observed. Yields of amines obtained by this method are considerably higher than those obtained by reacting 1 with sodamide in refluxing amine solvent. Attempts to introduce the ‐CH2CN moiety onto the phenothiazine nucleus by treating 1 with sodamide and acetonitrile in liquid ammonia produced only 2‐amino‐10‐methylphenothiazine.
Acetylation and methylation of flavins and the effects on isoalloxazinc ring protonation
Authors: McCormick Donald B. 
Published: April 2009

AbstractThe acetylation of N10‐(poly)hydroxy side chains of 7,8‐dimethylisoalloxazines has been accomplished in conventional ways using perchloric acid as catalyst with excess acetic anhydride in acetic acid for flavins or in pyridine for the coenzyme, D‐riboflavin‐5′‐phosphate (FMN). Although complete acetylation of the primary and secondary alcoholic functions of flavins with various hydroxyalkyl chains occurs, the primary product purified by DEAE‐cellulose chromatotraphy of the reaction with FMN, followed by neutralization, is the 2′,3′‐diacetyl derivative. Diacetyl FMN and other acetylated flavins exhibit the usual absorption spectra of prolonated isoalloxazinium compounds, with λ max values of 390, 264, and 222 nm, only upon greater acidification than necessary for their hydroxy or especially deoxy counterparts. A similar though less marked effect is found with flavins methylated by treatment with methyl iodide and silver oxide in dimethylformamide. Protonation of the isoalloxazine ring, which occurs on the most basic nitrogen 1, is most effectively impaired by acetylation or methylation of the proximal 2′‐hydroxyl group.
N‐methyl chemical shifts in quaternized azoles, isazoles, diazoles, and their benzologs
Authors: Davis M. , Deady L. W. , Homfeld E. 
Published: April 2009

AbstractThe N‐methyl chemical shifts in the title compounds arc reported. In the 1,3‐orientation, the shift appears to be determined by resonance from the heteroatom, with the order of donating ability being NMe > O > S ˜ Se. In the 1,2‐orientation, electronegativity effects are also important as evidenced by a general downfield shift, and the order of donation is NMe > S ˜ Se > O.
Studies on the syntheses of heterocyclic compounds. Part DLXXXII . Synthesis of benzo[a] quinolizine derivatives and pyrrolo[2,1‐a] isoquinoline derivatives by phenolic cyclization
Authors: Kametani Tetsuji , Kigasawa Kazuo , Hüragi Mineharu , Ishimaru Hazuhide , Haga Seiji 
Published: April 2009

AbstractPhenolic cyclization of 3‐hydroxy phenethylamine with acylbutyric acid and acylpropionic acid afforded the lactam of the corresponding benzol[a] quinolizine and pyrrolo[2, 1‐a]isoquinoline derivatives, which were reduced with lithium aluminum hydride to give the benzol[a]quinolizine and pyrrolo[2,1 ‐a] isoquinoline derivatives, respectively. The configurations of acetyl derivatives of these products were determined.
Novel sultones. II. 1,4‐dialkyl‐9‐oxo‐9H‐indeno [1,2‐d] [1,2] oxathiin 3,3‐dioxides
Authors: Paull Kenneth D. , Cheng C. C. 
Published: April 2009

AbstractA new type of sultone, 1,4‐dialkyl‐9‐oxo‐9H‐indeno[1,2‐d] [1,2]oxathiin 3,3‐dioxides, can be readily synthesized by treating 3 hydroxy‐3‐phenylalkanoic acid with a mixture of acid anhydride and sulfuric acid. A mechanism for the formation of these sultones is proposed. A postulated intermediate in the preparation of the 1,4‐dimethyl analog, 3‐ethylideneindan‐1‐one, was prepared and subsequently converted to the same 1,4‐dimethyl compound by the same reagents. Bromination of these sultones gave the I‐bromalkyl derivatives while treatment with hydrazine yielded pyrazolium sulfonates. Under different reaction conditions, 3‐ethylidene‐indan‐1‐one formed a pyrylium salt, which, in turn, was converted to a fused tricyclic pyridine derivative with ammonia.
Pyrazolopyrimidine nucleosides. Part VII. The synthesis of certain pyrazolo [3,4‐d] pyrimidine nucleosides related to the nucleoside antibiotics toyocamycin and sangivamycin
Authors: Earl Robert A. , Townsend Leroy B. 
Published: April 2009

AbstractThe condensation of 4‐acetamido‐3‐cyanopyrazolo[3,4‐d]pyrimidine (5) with crystalline 2,3,5‐tri‐O‐acetyl‐β‐D‐ribofuranosyl chloride (6) has furnished a good yield of nucleoside material (7) which on treatment with sodium methoxide in methanol provided a high yield of nucleoside which was subsequently established as methyl 4‐amino‐1‐(β‐D‐ribofuranosyl)pyrazolo[3,4‐d]‐pyrimidine‐3‐formimidate monohydrate (11). The formimidate function of 11 was found to be highly reactive and 11 was readily converted into the corresponding carhoxamidine (8), carboxamidoxime (14) and carboxamidrazone (15) when treated with the appropriate nucleophiles. Treatment of the imidate (11) with sodium hydrogen sulfide gave a high yield of the thiocarboxamide (12) which was then readily converted into 4‐amino‐3‐cyano‐1‐(β‐D‐ribofuranosyl)pyrazolo[3,4‐d]pyrimidine (16). Aqueous base transformed 11 into 4‐amino‐1‐(β‐D‐ribofuranosyl)‐pyrazolo[3,4‐d]pyrimidine‐3‐carboxamide (10) while more vigorous basic hydrolysis provided the corresponding carboxylic acid (9) in nearly quantitative yield. Decarboxylation of 9 proceeded smoothly in hot sulfolane to provide the known 4‐amino‐1‐(β‐D‐ribofuranosyl)pyrazolo[3,4‐d]pyrimidine (13) in 68% yield which unequivocally established the site of ribosylation and anomeric configuration for all nucleosides reported in this investigation.
Spirans XXII. Synthesis of 4,4‐dialkyl‐4‐germacyclohexanone and 8,8‐dialkyl‐8‐germaazaspiro [4.5] decanes
Authors: Rice Leonard M. , Wheeler James W. , Geschickter Charles F. 
Published: April 2009

Abstract4,4‐Dialkyl‐4‐germacyclohexanones have been synthesized and their reactions studied. The diethyl ketone has been converted into N‐(‐dimethylaminopropyl)‐2 aza‐8,8‐diethyl‐8‐germaspiro[4.5]decane (16). The biological properties of 16 have been examined in some detail. The reactions of this new ketone with some other reagents are reported.
On the behavior of α‐brominated dimethyl o‐benzenediacetate toward nitrogen nucleophiles . Part I. Reaction of dimethyl α,α'‐dibromo o‐benzenediacetate with hydrazines
Authors: Cignarella G. , Savelli F. , Cerri R. , Sanna P. 
Published: April 2009

AbstractMeso‐ (1a) and racemic dimethyl α,α'‐dibromo o‐benzenediacetate (1b) when condensed with hydrazine and methylhydrazine furnished respectively 1,3‐dicarbomethoxyisoindole (5a) and its N‐methyl derivative (5b). Reaction of phenylhydrazine with 1a led to the N‐phenylisoindole (5c) and to the N‐anilino isoindoline (6) as the cis isomer; conversely, 1b was transformed into a mixture of the 2‐phenyl‐1,2,3,4‐tetrahydrophthalazine (7), the trans isomer of (6), the N‐anilinoisoindole (5d) and dimethyl α‐(N'‐phenylhydrazino)‐o‐benzenediacetate (8). Compounds 1a and 1b were also condensed with acetylhydrazine to give a mixture of the N‐acetylaminoisoindoline (12) and of the 2‐acetyl‐1,2,3,4‐tetrahydrophthalazine (13).
N1‐Substitution in 2‐methyl‐4(5)nitroimidazole. III. New syntheses of 1‐(2′‐(ethylsulfonyl)ethyl)‐2‐methyl‐5‐nitroimidazole
Authors: Čaplar V. , Šunjić V. , Kafjež F. 
Published: April 2009

AbstractSome new syntheses of 1‐[2′‐(ethylsulfonyl)ethyl]‐2‐methyl‐5‐nitroimidazole (IV), a new antitrichomonal agent are described. The most successful method proved to be alkylation of sodium ethanesulfinate (XXI) with 1‐(2′‐haloethyl)‐2‐methyl‐5‐nitroimidazoles (1a,b) in dimethylformamide.
Anilinopyrylium salts. Their synthesis and conversion to other heterocyclic systems
Authors: Van Allan J. A. , Chang S. Chie 
Published: April 2009

AbstractTwo methods for the preparation of anilinopyrylium salts are described. The conversion of these salts to pyrans, pyridines, and nitrobenzenes is discussed. Azepines, benzimidazoles, and benxotriazoles are readily obtained from the o‐aminoanilinopyrylium salts.