bluuebunny/crossref_metadata_2025_split huggingface dataset:
The crystal and molecular structure of phenothiazine‐10‐propionic acid
Authors: Malmstrom Sister Mary Carl , Cordes A. W. 
Published: March 2009

AbstractThe crystal structure of phenothiazine‐10‐propionic acid, C12H8SNC2H4COOH, was determined from three‐dimensional X‐ray diffraction data collected with a manual diffractomer using MoKα (λ 0.71069 Å) radiation. The space group is P21/c with a = 7.888 (2)Å, b = 8.703 (2)Å, c = 19.700 (8)Å, β = 101.42 (1)°, Z = 4, Dmeas = 1.35(2) g. cm−3 and Dcalc = 1.36 g. cm−3 at 23°. The structure was determined by the direct method and refined with 500 observed reflections by full‐matrix least squares to an R of 0.072. The molecule is folded along the S‐N axis and the dihedral angle is 136.5°. The C‐S‐C angle is 98.5(7)° and the average C‐S bond is 1.77(2)Å. The shortening of the C‐S bond, the small value of the C‐S‐C angle and the folding of the molecule are typical of the phenothiazine class of compounds and are assumed to be due to sulfur d orbital participation in ring bonding.
Reinvestigation of the rearrangement of 2‐acetylbenzofuran oxime tosylate
Authors: Vargha L. , Kuszmann J. , Sohár P. , Horváth Gy. 
Published: March 2009

AbstractThe acetal, resulting from the rearrangement of anti‐2‐acetylbenzofuran oxime tosylate (I) was proved to be a mixture of trans‐ (IX) and cis‐ (X) 2,3‐dihydro‐2‐acetyl‐2,3‐dimethoxybenzofuran. The structure of these isomers as well as that of their oximes XI and XII was elucidated by ir, nmr, and mass spectral investigation and by the ir and nmr spectra of the benzoyl (XIII and XIV) and acetyl (XV and XVI) derivatives of the oximes. A new reaction mechanism concerning the rearrangement process is discussed.
Synthesis of some phenanthridone derivatives
Authors: Cookson R. F. , James J. W. , Rodway R. E. , Simmonds R. G. 
Published: March 2009

AbstractThe alkylation of phenanthridone and some nuclear‐substituted phenanthridones using sodium hydride in DMF/benzene is reported. Various 5‐cyanoalkylphenanthridones were converted to further derivatives by either hydrolysis or reduction.
An improved synthesis of homopteroic and homofolic acids
Authors: Kim Young‐Ho , Grubliauskas Vytautas , Friedman Orrie M. 
Published: March 2009

AbstractA more practical synthesis of homopteroic and homofolic acids involving condensation of 2,4,5‐triamino‐6(1H)pyrimidinone (3) with 1‐acetoxy‐4‐[N‐acetyl‐(p‐carbethoxyphenyl)amino]‐2‐butanone (7) is described. The biological activities of homofolic (1‐b) and homopteroic (2‐b) acids were compared and found to be identical with the activities of these products prepared by the unambiguous route.
Mass spectra of thiazoloquinolines
Authors: Barni Ermanno 
Published: March 2009

AbstractThe behaviour under electron impact of sixteen thiazoloquinolines, unsubstituted and containing methyl substituents in both the pyridine and the thiazole rings, was investigated. Some decomposition schemes related to the main fragmentations in these fused heteroaromatic systems are proposed on the basis of available results on simpler related structures like thiazoles, benzo‐thiazoles and quinolines.
Novel 6‐(trifiuoromethyl)cytosines and 6‐(trifluoromethyl)uracils
Authors: Lutz Albert W. , Trotto Susan H. 
Published: March 2009

AbstractEthyl 3‐amino‐4,4,4‐trifluorocrotonate (3) has been converted by a one step reaction with alkyl and aryl isocyanates to novel 3‐substituted‐6‐(trifluoromethyI)uracils. Also several 3‐amino‐4,4,4‐trifluorocrotonitriles (11a‐c) have been cyclized to novel 6‐(trifluoromethyI)cytosines (13a‐c) and then hydrolyzed to the corresponding uracils (4, 14b‐c). Alkylation studies with isopropyl bromide of three 6‐(trifluoromethyl)uracils (1, 4, 5) are described.
The hydrolysis of α,α'‐dimethoxydihydrofurans
Authors: Hirsch Jerry A. , Szur Alex J. 
Published: March 2009

AbstractA series of α,α ‐dimethoxydihydrofurans have been prepared and subjected to various acidic and neutral hydrolysis conditions in attempts to prepare conjugated enediones in a stereospecific manner. Isomerization of the 3‐hexene‐2,5‐diones and rearrangements of other enediones to β,γ‐unsaturated‐γ‐lactones have been uncovered. Methods of assignment of stereochemical configuration to the enediones are evaluated; reaction with hydrazine hydrate in the absence of acid is proposed as a useful criterion.
1,4‐Benzodiazepines III . Cyclization paths of hexaminium salts of 2‐chioroacetamido‐5‐ehlorobenzophenone and its N‐methyl derivative
Authors: Blažević N. , Šunjić V. , Crvelin I. , Kolbah D. , Kajfež F. 
Published: March 2009

AbstractThis study reports the isolation and characterization of hexaminium salts of 2‐chloroacetamido‐5‐chlorobenzophenone (I) and of 2‐(N‐methyl)chloroacetamido‐5‐chlorobenzophenone (II). The 7‐chloro‐1,3‐dihydro‐5‐phenyl‐2H‐1,4‐benzodiazepin‐2‐one (VI) and 7‐chloro‐1,3‐dihydro‐1‐meth‐yI‐5‐phenyl‐2H‐1,4‐benzodiazepin‐2‐one (VII), respectively are of pharmacodynamic importance. Based on chromatographic separation of some intermediates, and on spectrophotometric monitoring of cyclizations I → VI and II → VII, respectively, two different pathways for these reactions have been proposed. Since the slowest step in the reaction sequence II → VII follows the quasi first order rate law, intramolecular nucleophilic attack of the benzophenone carbonyl group on the hexamine moiety proved to be decisive for the cyclization (scheme II). However, cyclization I → VI seems to incorporate quite different solvolytic pathways in addition to one corresponding to the sequence II → VII. Isolated 4‐imidazolidinone intermediates N,N' ‐methylene‐bis[3‐{2 ‐benzoyl‐4‐chIoro)phenyI]‐4‐imidazolidinone(III), and 3‐(2 ‐benzoyl‐4′‐chlorophenyI)‐4‐imidazolidinone hydrochloride (IV) recyclize into the 1,4‐benzodiazepine VI. The optimal reaction conditions have been found to be between pH 6‐7.
Derivatives of 7‐Oxabicyclo[2.2.1 ]hept‐5‐ene and 7‐Oxabicyclo[2.2.1 ] heptane. Synthesis, transformations, and stereochemistry using nmr methods
Authors: Nelson Wendel L. , Allen David R. 
Published: March 2009

AbstractSynthesis and stereochemistry of various endo‐2‐ and exo‐2‐substituted‐7‐oxabicyclo[2.2.1]‐hept‐5‐enes and ‐heptanes are described. The nmr spectra of several derivatives are reported and discussed. Use is made of this data to allow determination of the stereochemical integrity of the system. Facile chromatographic separation methods were found for endo‐ and exo‐2‐sub‐stituted‐7‐oxabicyclo[2.2.1 ]hept‐5‐enes and ‐heptanes.
A novel synthesis of aromatic methoxy and methylenedioxy substituted 2,3,4,5‐tetrahydro‐1H‐3‐benzazepines
Authors: Pecherer B. , Sunbury R. C. , Brossi A. 
Published: March 2009

AbstractA new synthesis of aromatic methoxy and methylenedioxy substituted 2,3,4,5‐tetrahydro‐1H‐3‐benzazepines is described. Suitably substituted phenethylamines and their α‐methyl homologs in the form of their N‐acetyl derivatives are chloromethylated, the resulting benzyl chlorides are reacted with cyanide and hydrolysis of the latter yields 2‐(2‐aminoethyl)phenylacetic acid derivatives. Thermal cyclization yields the corresponding lactams. Hydride reduction of these lactams furnishes the substituted 2,3,4,5‐tetrahydro‐1H‐3‐benzazepines which may be methylated on nitrogen by formaldehyde and hydrogen. By this sequence a number of previously unde‐scribed compounds have been prepared.
Aromatie‐substituted derivatives of 2,3,4,5‐tetrahydro‐7,8‐methylenedioxy‐1H‐3‐benzazepine. Syntheses via chloromethylation
Authors: Pecherer B. , Sunbury R. C. , Brossi A. 
Published: March 2009

AbstractChloromethylation of N‐acetyl‐2,3,4,5‐tetrahydro‐7,8‐methylenedioxy‐1H‐3‐benzazepine (4) proceeded, depending on reaction conditions, at the 6‐ or 6,9‐ positions. Subsequent transformation of these intermediates provided a series of mono and bis aromatic‐substituted derivatives of the parent benzazepine 3.
5‐ and 7‐substituted 2‐methyl‐8‐quinolinols
Authors: Gershon Herman , Mcneil Maynard W. 
Published: March 2009

AbstractThe synthesis and characterization of the 5‐ and 7‐monosubstituted 2‐methyl‐8‐quinolinols where the substituents are fluorine, chlorine, bromine, iodine, nitro, amino, and sulfonic acid groups were carried out. The bischelates with copper(II) of those ligands containing hydrogen, fluorine, chlorine, bromine, iodine, and nitro are also reported.
Folate antagonists. 6. Synthesis and antimalarial effects of fused 2,4‐diaminothieno[2,3‐d]pyrimidines
Authors: Elslager Edward F. , Jacob Patricia , Werbel Leslie M. 
Published: March 2009

Abstract2,4‐Diamino‐5,7‐dihydro‐6H‐thiopyrano[4′,3′:4,5]thieno[2,3‐d]pyrirnidine, 2,4‐diamino‐9H‐mdeno[1′,2′:4,5]thieno[2,3‐d]pyrimidine, 2,4‐diamino‐5H‐indeno[2′,1′:4,5]thieno[2,3‐d]pyrimidine, 9,11‐diamino‐5,6‐dihydronaphtho[1′,2′:4,5]thieno[2,3‐d]pyrimidine, 7,9‐diamino‐5,6‐dihydronaphtho[2′,1′:4,5]thieno[2,3‐d]pyrimidine, 2,4‐diamino‐7‐benzy]‐5,6,7,8‐tetrahydropyrido[4′,3′:4,5]thieno[2,3‐d]pyrimidine, and various 2,4‐diamino‐5,6,7,8‐tetrahydro‐[1]benzothieno[2,3‐d]pyrimidines were synthesized by cyclization of the requisite fused 2‐aminothio‐phenene‐3‐carbonitriles utilizing chloroformamidine hydrochloride in diglyme. Several compounds exhibited strong inhibitory effects againstStreptococcus faecalis(MGH‐2),Staphylococcus aureus(UC‐76),Streptococcus faecium(ATCC 8043),Lactobacillus casei(ATCC 7469), andPediococcus cerevisiae(ATCC 8081)in vitro, and three compounds displayed antimalarial activity againstPlasmodium bergheiin mice andP. falciparum(Uganda I)in vitro.
Reactions of 4‐methoxypyrylium salts with secondary amines
Authors: Van Allan J. A. , Reynolds G. A. , Petropoulos C. C. 
Published: March 2009

Abstract4‐Aminopyrylium derivatives were prepared from secondary amines and 4‐methoxy‐2,6‐dimethylpyrylium perchlorate (1a) and the corresponding 2,6‐diphenyl derivative. Excess amine or elevated temperature resulted in the addition of two equivalents of amine to 1a. The reactions of the aminopyrylium salts with hydroxide, ammonia, primary amines, hydrazines, cyanoacetamides, ethyl cyanoacetate, malononitrile, nitromethane, sodium sulfide, and a Grignard reagent are described.
Kinetics of styrylquinolinc formation
Authors: Lynch Steven M. , Gordon Marshall 
Published: March 2009

AbstractA comprehensive kinetic investigation of reactions occurring in the formation of styryl‐quinolines has been conducted. Specific rate data such as rate equations, rate constants, and thermodynamic activation values have been determined and utilized in a study of which factors are of greatest importance in the reactions forming 2‐styrylquinolines. A mechanism has been proposed for the condensation reaction which agrees with rate relationships found. Gas‐liquid partition chromatography was used to follow the kinetics of the condensation reactions. A rate constant of 5.41 × 10−2M−1min−1 was found for the reaction of benzaldehyde with 2‐methyl‐quinoline using zinc chloride as a catalyst at 104.0°. Rate constants of 1.28 × 10−2 MT−1 min−1 and 1.05 × 10−2 M−1 min−1 were found for the reactions of p‐methylbenzaldehyde and p‐methoxybenzaldehyde with quinaldine to form 2‐(p‐methylstyryl)quinoline and 2‐(p‐methoxystyryl)‐quinoline, respectively at 92.4°. A linear relationship was found using the Hammett equation. An Arrhenius plot was constructed from rate constants determined at five different temperatures for the reaction of benzaldehyde and quinaldine to form 2‐styrylquinoline, using zinc chloride as a catalyst. The energy of activation, Ea, was found to be 22.2 kcal/mole for this reaction. The enthalpy of activation, ΔH‡, free energy of activation, ΔF‡, and entropy of activation, ΔS‡, were found to be 21.4 kcal/mole, 27.7 kcal/mole and ‐16.7 eu/mole, respectively, at 104.0°. The mechanism proposed in the formation of 2‐styrylquinoline involves the fast formation of a carbanion‐zinc chloride complex, which then attacks, in the rate determining step, the aldehyde utilized in the reaction. The lack of reaction of certain methylquinolines is attributed to the inadequacy of the carbanion formed and not to the difficulty involved in the initial formation of the carbanion.
Synthesis of 2,3,10,11 ‐tetraalkoxy‐substituted tetrahydrobenzo [a] naphtho [1,2‐g] quinolizines
Authors: Zee‐Cheng Kwang Y. , Nyberg Wayne H. , Cheng C. C. 
Published: March 2009

Abstract2 Four3,10,11‐tetraalkoxy‐substituted 5,6,15,15a‐tetrahydro‐8H‐benzo[a]naphtho[1,2‐g]‐quinolizines were prepared by the Pictet‐Spengler cyclization of the respective 1‐(6,7‐dialkoxy‐2‐naphthylmethyl)‐6,7‐dialkoxy‐1,2,3,4‐tetrahydroisoquinolines. The latter compounds were obtained by a chemical reduction of the corresponding dihydro compounds, which, in turn, were formed by a Bischler‐Napieralski cyclization of the appropriate amides.
Rearrangement of ketone hydrazones derived from 4‐hydrazino‐1H‐2,3‐benzoxazines
Authors: Pifferi Giorgio , Vigevani Aristide , Consonni Pietro , Gallo Gian Gualberto 
Published: March 2009

AbstractThe ketone hydrazones IV, derived from 4‐(1‐methylhydrazino)‐1H‐2,3‐benzoxazines and various ketones, rearrange by the action of anhydrous acids and/or heating to the phthalanylidene compounds V, which are the first reported examples of α‐aminoazoaliphatic derivatives. The structure assignment was based on spectroscopic (ir, pmr, and uv) data and on the study of the hydrolysis products. A mechanism for the rearrangement is proposed and briefly discussed.
Stereochemical studies with methyl substituted piperidyl‐2‐carbinols
Authors: Cahill R. , Crabb T. A. 
Published: March 2009

AbstractConfigurations have been assigned to some methyl substituted 3‐p‐nitrophenylhexahydro‐3H‐oxazolo[3,4‐a]pyridines (1) and to the methyl piperidyl‐2‐carbinols (2) derived from these on the basis of nmr and ir spectral data.
The preparation of 3‐chlorothieno[3,2‐b] thiophene derivatives from thiophene‐2‐acrylic acids
Authors: Wright W. B. 
Published: March 2009

AbstractThiophene‐2‐acrylic acids react with thionyl chloride in the presence of pyridine to form derivatives of 3‐chlorothieno[3,2‐b]thiophene‐2‐carbonyl chloride. These compounds are easily converted to the corresponding acids and esters.
The synthesis and reactions of β‐substituted ethyl sulfates
Authors: Tomalia Donald A. , Falk John Carl 
Published: March 2009

AbstractThe synthesis of β‐substituted ethyl sulfates and their reactions with nucleophilic reagents has been studied. Amines, phenolates, carboxylates, amine oxides, carbanions, and thiophenolates reacted with ethylene sulfate in high yield, with short reaction times, and at low temperatures, to form β‐substituted ethyl sulfates. The β‐substituted ethyl sulfates were easily hydrolyzed and in some cases were converted into polymeric material.
Novel polycyclic heterocycles. VIII. 6,11‐dihydro‐12H‐dibenzo[b,f] [1,4]thiazocines and their derivatives
Authors: Yale Harry L. , Sowinski Francis , Spitzmiller Ervin R. 
Published: March 2009

Abstract6,11‐Dihydro‐12H‐dibenzo[b,f][1,4]thiazocine, 4, and its 2‐chloro, 7, and 2‐(trifluoromethyl)‐, 1, derivatives, were prepared by the reaction of an o‐aminobenzenethiol and α,α‐dibromo‐o‐xylene. Acylation and alkylation at position‐12 gave a series of ω‐haloacyl‐, ω‐amino‐acyl, and ω‐aminoalkyl derivatives of these heterocycles. The conformations, proton magnetic resonance spectra, and x‐ray crystallographic studies of these compounds are discussed.
Malonic ester derivatives of s‐Triazine
Authors: Fredric Reynolds C. , Berner Robert , Boutwell William 
Published: March 2009

AbstractReaction of cyanuric chloride with solutions of sodium diethyl malonate led to three products, 2,4,6‐tris(dicarbethoxymethylene)hexahydro‐s‐triazine, 2,4‐bis(dicarbethoxymethylene)‐6‐oxohexahydro‐s‐triazine, and 2‐dicarbethoxymethylene‐4,6‐dioxohexahydro‐s‐triazine. The preferred structures (IV,V,VI) are stabilized by chelated N‐H‐O protons in six membered rings. The assignment of structures was made on the basis of ir, nmr, uv and mass spectral data.
Pyrido[2,3‐H]‐2,6‐naphthyridines. I. Synthesis and thermal reactions of the 2,2′bisacylazide of 3,3′ bipyridine
Authors: Williams R. L. , Elfayoumy M. G. 
Published: March 2009

Abstract2 The2′‐bisacylazide of 3,3′‐bipyridine (1) has been synthesized from the (4,7)‐phenantholine‐5,6‐dione (3) and the thermal decomposition of this new bisacylazide has been shown to give rise to the Curtius rearrangement and subsequent cyclization to the pyrido[2,3‐h]‐2,6‐naph‐thridinone ring system 8.
Heterocycles from substituted amides II. Novel behavior of a reactive thiophene in some cyelo‐ and acyclo‐addition reactions
Authors: Chupp John P. 
Published: March 2009

AbstractN,N'‐Diisopropyl‐N,N'‐diphenyl‐2,4‐thiophenediamine (1) has demonstrated its remarkable electron‐donating abilities and atypical behavior as a thiophene, by its facile reaction with a number of electron deficient dienophiles. Thus, β‐nitrostyrene, ethoxymethylene malononitrile, diethyl azodicarboxylate and dimethyl acetylenedicarboxylate undergo Michael‐type addition at the 5‐position of 1 to form adducts 2, 3, 4, and 5. Alternatively, the dienophiles, acrylonitrile, N‐phenylrnaleimide and phenyl‐1,2,4‐triazoline‐3,5‐dione gave novel cyclic materials 6, 9, and 11, not necessarily arising from simple Diels Alder addition. Structure proofs for the products as well as alternative mechanisms for their formation are discussed.
The reaction of N‐Acyl imines with t‐Butyl isocyanide
Authors: Deyrup J. A. , Killion K. K. 
Published: March 2009

AbstractN‐Acylimines and their derivatives react with t‐butyl isocyanide only the in presence of acid catalysis. The major products of these; reactions are 5‐aminooxazoles and 5‐iminooxazolines. The structure of these compounds and some of their degradative chemistry is discussed.
Syntheses of analgesics. Part XXX.. Conformational studies of diastereoisomeric quaternary ammonium salts of 1,2,3,4,5,6‐Hexahydro‐2,6‐methano‐3‐benzazocines
Authors: Kametani Tetsuji , Kigasawa Kazuo , Hiiragi Mineharu , Satoh Fumio , Saito Setsu , Sugi Hideo , Uryu Tsuneo 
Published: March 2009

AbstractThe configuration of the quaternary ammonium salts (Va and Vb) from 3‐benzyl‐1,2,3,4,5,6‐hexahydro‐8‐hydroxy‐6,11‐dimethyl‐2,6‐methano‐3‐benzazocine. (II) and 3‐methyl‐2‐butenyl bromide was determined spectroscopically. Moreover, configurational studies on 3‐benzyl (VIa and VIb) and 3‐(3‐methyl‐2‐butenyl)benzazocinium bromides (VIIa and VIIb) were also achieved.
Studies on the syntheses of analgesics. Part XXXII. An alternative synthesis of 1,2,3,4,5,6‐Hexahydro‐8‐hydroxy‐6,11‐dimethyl‐3‐(3‐methyl‐2‐butenyl)‐2,6‐methano‐3‐benzazoeine [Studies on the syntheses of heterocyclic compounds. Part CDLXXX]
Authors: Kamelani Tetsuji , Kigasawa Kazuo , Hiiragi Mineharu , Satoh Fumio , Sugi Hideo , Uryu Tsuneo 
Published: March 2009

AbstractBischler‐Napieralski reaction of the amides (VIII and IX), derived from the 3‐methyl‐3‐pentenylamine (III) with the phenylacetic acid derivatives (V ∼ VII), gave the 5,6‐dihydropyridines (XII and XIII), which were reduced, followed by N‐benzylation, to afford the 1,2,5,6‐tetrahydropyridines (XIX ∼ XXI). Grewe‐type cyclization of these compounds gave 3‐benzyl‐3‐benzazocine (II), which was already converted into pentazocine (Ic). Moreover, the 1,2,5,6‐tetrahydropyridines (XIX ∼ XXI) were also obtained from the 2‐benzylidene‐1,2,5,6‐tetrahydropyridine (XVII ∼ XVIII) from the N‐benzylamine (IV) of III via the amides (X and XI).
Reaction of ketenes with N,N‐Disubstituted 2‐Aminomethylenecycloalkanones III. Synthesis of N,N‐Disubstituted 3,3‐Diehloro‐4‐amino‐5,6‐polymethylene‐3,4‐dihydro‐α‐pyrones
Authors: Bignardi G. , Fvangelisti F. , Schenone P. , Bargagna A. 
Published: March 2009

AbstractThe reaction of dichloroketene with N,N‐Disubstituted 2‐aminomethylenecyclopentanones, cyclohexanones, cycloheptanones and cyclooctanones gave the 1,4‐cycloadducts, namely N,N‐Disubstituted 3,3‐dichloro‐4‐amino‐5,6‐polymethylene‐3,4‐dihydro‐α‐pyrones. The structures of these products were determined by uv, ir and nmr spectral data, as well as by dehydrochlorination of the adduct, 3,3‐dichloro‐4‐diphenylamino‐5,6‐tetramethylene‐3,4‐dihydro‐α‐pyrone, which led to 3‐chloro‐4‐diphenylamino‐5,6‐tetramethylene‐α‐pyrone.The by‐product of the cycloaddition reaction was the N,N‐Disubstituted dichloroacetamide, the formation of which varies according to the substituents on the nitrogen atom.
The use of enamines in the synthesis of heterocycles
Authors: Montgomery John A. , Laseter Anne G. 
Published: March 2009

AbstractThe reaction of the enamine N‐styryl pyrrolidine with 4,6‐dichloro‐5‐nitropyrimidine and 4‐amino‐6‐chloro‐5‐nitropyrimidine was investigated. Reduction of resultant compounds was followed by spontaneous ring closure to the pyrrolo[3,2‐d]pyrimidine ring system. This reaction sequence should provide a general method for the preparation of 4,7‐disubstituted pyrrolo[3,2‐d]‐pyrimidines.
The reactions of pyranylidenemethylpyrylium salts with sodium sulfide
Authors: Reynolds G. A. , Van Allan J. A. 
Published: March 2009

AbstractSymmetrical pyranylidenemethylpyrylium salts react with sodium sulfide to give, after acidification, pyranylidenemethylthiapyrylium salts. In the case of unsymmetrical salts in which the methylene group is joined at the 2‐position of one ring and the 4‐position of the other, the ortho oxygen atom is displaced by sulfur. An unsymmetrical dye which is substituted in the 2,6‐positions of one ring with phenyl groups and with alkyl groups in the other ring gave a product which contained the sulfur atom in the aryl‐substituted ring.
Rearrangements of 5‐isoxazolylhydrazines: 1‐amino‐ and 4‐aminopyrazolin‐5‐ones
Authors: Adembri G. , Ponticelli F. , Tedeschi P. 
Published: March 2009

Abstract5‐Isoxazolylhydrazines rearranged to 1‐aminopyrazolin‐5‐ones on heating. Under the same conditions, 5‐(3‐methyl‐4‐phenylisoxazolyl)hydrazine also gave 3‐methyl‐4‐amino‐4‐phenylpyra‐zolin‐5‐one. The structures of aminopyrazolones were assigned on the basis of spectroscopic properties and chemical behavior.
Benzo[b] thiophene derivatives. XVIII. The sulfur isosteres of harmaline, harmine and related isomers
Authors: Bosin T. R. , Maickel R. P. , Dinner A. , Snell A. , Campaigne E. 
Published: March 2009

AbstractThe sulfur analogs of harmaline, 7‐methoxy‐3,4‐dihydro‐1‐methyl[1]benzothieno[2,3‐c]‐pyridine (Ib), harmine, 7‐methoxy‐1‐methyl[1]benzothieno[2,3‐c]pyridine (IIb), and corresponding 6‐methoxy isomers (Ic and IIc) have been synthesized for pharmacological evaluation as monoamine oxidase inhibitors.
Investigation of the preparation of pyrimidine isocyanates
Authors: Dyer Elizabeth , Nycz Thomas J. , Long Michael B. 
Published: March 2009

AbstractUracil‐5‐yl isocyanate and 1,3‐dimethyluracil‐5‐yl isocyanate were prepared from the corresponding new carboazides. 1,3‐Dimethyluracil‐5‐ylmethyl isocyanate obtained from the chloro compound and silver cyanate, was polymerized with an anionic initiator to the cyclic trimer. Attempts to isolate uracil‐6‐yl isocyanate, 1,3‐dimethyluracil‐6‐yl isocyanate, pyrimidinyl‐4‐isocyanate, and 2,6‐dichloropyrimidinyl‐4‐isocyanate were unsuccessful. Ethyl carbamate derivatives were made from all new azides and isocyanates. Other new pyrimidine derivatives included N,N'‐bis(pyrimidine‐4‐carbonyl)hydrazine, N,N'‐bis(1,3‐dimethyluracil‐5‐yl)urea, N,N'‐bis(1,3‐dimethyluracil‐6‐yl)urea and N,N'‐bis(2,5,6‐trichloro‐4‐pyrimidinyl)oxamide.
The crystal and molecular structure of 3,7‐dicyano‐3,5,7‐triaza‐1‐phosphabicyclo[3.3.1]nonane
Authors: Trefonas L. M. , Brown J. N. 
Published: March 2009

AbstractThe crystal and molecular structure of the title compound has been determined by a single crystal x‐ray diffraction study using counter‐data. The compound crystallizes in the monoclinic space group, P21/c, with a = 8.657 ± .001Å, b = 10.513 ± .001Å, c = 10.378 ± .001Å, β = 99.68 ± .01° for Z = 4. The structure was solved by the symbolic addition procedure and refined by block‐diagonal least‐squares to R = 0.052 for 1479 statistically significant reflections. The geometry of the bicyclic ring system is discussed.