bluuebunny/crossref_metadata_2025_split huggingface dataset:
Structure and physical properties of aluminium alkoxides. Part III: Vibrational spectra of aluminium isopropoxides
Authors: Fieggen W. , Gerding H. 
Published: September 2010

AbstractRaman and infrared spectra of aluminium isopropoxide in some liquid and solid forms occurring at room temperature have been investigated. The depolarization ratio of Raman lines has been measured for the liquid.The vibrational spectra are consistent with the occurrence of two molecular forms. In the freshly heated liquid and in the solid melting at 29.5°, probably a trimer is present. The vibrational spectra of this form and of dimeric Al‐t‐butoxide differ distinctly in the range 0‐750 cm−1. In the aged liquid and in the solids melting at 118° or about 137° a partially six‐coordinated tetramer, as proposed by Bradley, is the more probable molecular species.
Chemistry of α‐diazosulfones, XIII: Reaction of p‐tolylsulfonyldiazomethane or ethyl diazoacetate with sulfuryl chloride and various ethers
Authors: Middelbos W. , Zwanenburg B. , Strating J. 
Published: September 2010

Abstractp‐Tolylsulfonyldiazomethane and ethyl diazoacetate react smoothly with sulfuryl chloride and various ethers (Tables I and II) producing α‐alkoxy‐α‐chloro‐sulfones and α‐alkoxy‐α‐chloroacetates in good yields. The reaction is proposed to proceed via a nucleophilic reaction of the ether with the diazonium ion XCH(Cl)N2⊕ (where X is p‐CH3C6H4SO2‐or C2H5OOC‐) which is formed by an electrophilic reaction of Cl⊕ (from SO2Cl2) with the diazo compound XCHN2. Subsequent scission of the ether linkage in the intermediate oxonium ion occurs upon attack of chloride ion. Chlorine and tert‐butyl hypochlorite can also be used as electrophilic reagents. Evidence for an ionic mechanism was provided by the reaction of cyclohexene with cyclic ethers and sulfuryl chloride which produces 1‐chloro‐2‐(ω‐chloroalkoxy)cyclohexanes.
Thermolytic reactions of esters. Part V: Thermal stability of diallyl oxalate vapour; reactivity of allyl radicals
Authors: Louw R. 
Published: September 2010

AbstractDiallyl oxalate (DAO) vapour‐in an excess of toluene at atmospheric pressure and at 380‐510° ‐decomposes initially, homogeneously and in a first order process, giving carbon dioxide and allyl radicals; its half life is 20 minutes at 400°. DAO is thus found to be much more stable than was inferred from recent low temperature work by James and Kambanis5. It is concluded that the latter decomposition, in contrast with that in our hands, occurs at the wall of the reactor.Apart from dimerizing, allyl radicals abstract hydrogen from toluene; the rate constant for this metathesis has been calculated and compared with literature data. Finally it is outlined that metathetical reactions R· + R′H → RH + R′·, involving allylic or benzylic groups R, R′ will proceed with activation energies of well below 20 and presumably of about 16 kcal. mole−1.
The Coordination chemistry of hexamethylphosphoramide
Authors: de Bolster M. W. G. , Groeneveld W. L. 
Published: September 2010

AbstractA number of new solvates and adducts containing hexamethylphosphoramide is reported. The solvates have the general formula M{[(CH3)2N]3PO}4 2+(anion)22−, in which M = Mg, Ca, Sr, Mn, Fe, Co, Ni, Zn and Cd and the anions are BF4−, ClO4− and B(C6H5)4−. The adducts have the general formula M(anion)n {[(CH3)2N]3PO}m, in which M = Mg, Ca, Sr, Ba, Mn, Fe, Co, Ni, Cu, Zn, Cd, Al, Cr, Fe, Mo, n = 1 − 3, m = 1/2 − 5 and the anions are Cl−, Br−, I−, NO3−, NCS−, CH3COO− and SO42−.The compounds are characterized and identified by chemical analysis and physical measurements.Infrared spectra in the region 4000‐200 cm−1 have been investigated. The shift towards lower wave numbers in the P‐O stretching frequency and towards higher wave numbers in the P‐O bending frequency of the complexes is discussed. It is concluded, as has been suggested by other workers, that coordination takes place via the oxygen atom. A tentative assignment for the other ligand bands is proposed.Ligand‐field spectra for the complexes of Mn(II), Fe(II), Co(II), Ni(II), Cu(II), Cr(III) and Mo(III) have been investigated. Adapted values for Dq and B are reported and the ligand is placed in the spectrochemical and nephelauxetic series.In agreement with results obtained by other workers it is concluded that if the anions are present as uncoordinated ions, or participate in the coordination as monodentate ligands, hexamethylphosphoramide has a tendency to form tetrahedrally surrounded complexes. With potential polydentate anions octahedrally surrounded cations are mostly found.
The molecular and crystal structure of N,N‐dimethyl‐p‐bromocinnamamide
Authors: Meester Marthie A. M. , Schenk H. 
Published: September 2010

AbstractCrystals of N,N‐dimethyl‐p‐bromocinnamamide are triclinic of space group P1p̄, Z = 2, cell constants a = 7.686, b = 12.325, c = 5.850 Å, α = 83.98, β = 81.27 and γ = 94.23°.The plane of the CO‐N(CH3)2‐group is rotated 15° out of the s‐cis conformation with respect to the rest of the conjugated system.
Hydride transfer reactions of the adamantyl cation (IV): Synthesis of 1,4‐ and 2,6‐substituted adamantanes by oxidation with sulfuric acid
Authors: Geluk H. W. , Schlatmann J. L. M. A. 
Published: September 2010

AbstractThe oxidation of adamantane by fuming sulfuric acid to 1,3‐, 1,4‐, and 2,6‐dihydroxyadamantane is discussed. The reactions are considered as hydride transfers from the adamantane nucleus to the acid. A synthetic procedure for 2,6‐adamantanedione and 5‐hydroxy‐2‐adamantanone is described.
The conversion of A Δ5‐14α‐ to a Δ5‐14β‐steroid oxidation of 3β‐acetoxy‐5α,6β‐dichloroandrostan‐17‐one by chromic anhydride
Authors: Jacobs H. J. C. , Bos M. G. J. , Hol C. M. 
Published: September 2010

Abstract3β‐Acetoxy‐14β‐androst‐5‐en‐17‐one (7b) has been prepared in five steps from its 14α‐isomer 1. The influence of water on the chromic anhydride oxidation of 3β‐acetoxy‐5α,6β‐dichloroandrostan‐17‐one (2) in acetic acid has been investigated. The yield of 14α‐hydroxy‐derivative 3 is maximal if 2 to 3% of water is present in the reaction mixture.
Mixed carboxylic anhydrides: Part IX. Synthesis of alkyl thiolformates
Authors: Bax P. C. , Holsboer D. H. , van Der Veek A. P. M. 
Published: September 2010

AbstractBase‐catalysed esterification of alkanethiols with formic acid/acetic anhydride reaction mixtures (F.A.M.2) affords pure thiolformates. The method for the preparation of pure aryl thiolformates3 could not be applied satisfactorily to alkyl thiolformates. Change of reaction temperature and amount of catalyst resulted in the desired improvements.
Synthesis of thyrotropin‐releasing hormone pyroglutamyl‐histidyl‐proline amide
Authors: Beyerman H. C. , Kranenburg P. , Syrier J. L. M. 
Published: September 2010

AbstractThe solid‐phase synthesis by a programmed mechanical synthesizer is described of L‐pyroglutamyl‐Nim‐benzyl‐L‐proline‐on‐polymer, PGA‐His(BZL)‐Pro‐P. Tertiary amine‐catalysed methanolysis split the peptide from the resin as PGA‐His(BZL)‐Pro‐OMe. The benzyl group was removed by hydrogenolysis in the presence of Pd/C. The peptide ester thus obtained could be converted by diethylene glycol‐catalysed ammonolysis into L‐pyroglutamyl‐L‐histidyl‐L‐proline amide. The method constitutes a practical synthesis of the said tripeptide amide, the thyrotropin‐releasing hormone (TRH) which was recently discovered.
6α‐ and 6β‐methyl steroids in the 19‐nor series
Authors: Bolt C.C. , van Den Broek A.J. , Visser G. Heijmens , de Jongh H.P. , Siegmann C.M. 
Published: September 2010

AbstractThe dehydration‐epimerization reaction applied to a 5α‐hydroxy‐6β‐methyl‐3‐oxo‐19‐nor‐steroid, under acid conditions, leads to a mixture of the 6α‐methyl‐3‐oxo‐Δ4‐19‐nor‐steroid and its 6β‐epimer. This is in contrast to the normal steroid series, in which exclusively the 6α‐methyl epimer is formed. A complete conversion to the 6α‐methyl compounds can be achieved by alkaline hydrolysis of the corresponding 3‐acetoxy‐6‐methyl‐Δ3,5 compounds.Several 6‐methyl‐3‐oxo‐Δ4 compounds in the estrene and 19‐nor‐pregnene series have been converted to their 3‐desoxo derivatives.
Vibrational spectrum of trimethylsulfonium bromide
Authors: Ypenburg J.W. , van Der Leij‐Van Wirdum E. , Gerding H. 
Published: September 2010

AbstractTrimethylsulfonium bromide (CH3)3SBr has been prepared; melting range 183‐186°C. Infrared absorption and Raman spectra have been recorded and assigned.
Photochemical reactions of N‐substituted‐N‐nitrososulfonamides: C‐ and N‐nitroso compounds. Part XX (Short Communication)
Authors: Engberts J.B.F.N. , van Der Laan L.C.J. , de Boer Th. J. 
Published: September 2010

AbstractIrradiation of the N‐alkyl‐N‐nitroso‐p‐toluenesulfonamides C7H7SO2N(NO)‐CHRR′ (Ia‐Ig) with UV light either in anhydrous CH3OH, or in moist CFCl3 or n‐hexane at ‐ 30° leads to an N‐alkyl cleavage reaction, affording, after aqueous work‐up, p‐toluenesulfonamide and the carbonyl compound RCOR′ in high yield. Nitrous oxide was a third reaction product. A possible route via sulfonylimines, C7H7SO2NCRR′, is indicated.
Reactions of hydroxycarbonium ions in strong acids IV: Kinetics of the rearrangements of protonated aldehydes and ketones
Authors: Brouwer D. M. , van Doorn J. A. 
Published: September 2010

AbstractA systematic study has been made of the kinetics of the rearrangements of protonated dialkyl ketones, aldehydes and α‐deuterated aldehydes. The rearrangements can be divided into four groups, the relative rates of which, at 25°, are approximately 107: 102: 102: 1, viz. (i) of α‐dibranched aldehydes to α‐mono‐branched ketones, (ii) of α‐monobranched aldehydes to di‐n‐alkyl ketones, (iii) of α‐dibranched ketones, (iv) of α‐monobranched ketones.Whereas the first three groups of reactions proceed by a two‐step process (1,2‐alkyl and/or hydrogen shifts via an α‐hydroxyalkyl carbonium ion), the interconversion of α‐monobranched ketones takes place by a four‐step process via tertiary α‐hydroxyalkyl carbonium ions and a protonated α‐dibranched aldehyde.The intramolecular exchange of α‐D and carbonyl‐H in deuterated isobutyraldehyde and propionaldehyde is about ten times slower than the rearrangements under (i) and (ii), respectively. This is due to the lower stability of the intermediate α‐hydroxyalkyl carbonium ions in the former two reactions; intrinsically, hydrogen shifts are faster than alkyl shifts. Other things being equal, the ethyl shift is about four times faster than the methyl shift.Protonated aldehydes are about 9 kcal.mole−1 less stable than the isomeric protonated ketones, which is mainly due to the difference in stability of the unprotonated parent compounds. Contrary to recently published results (ref. 13), the difference in pKa between aliphatic aldehydes and ketones is indicated to be only ∼ 1 unit.
Preparation and properties of gold(III)dithiocarbamato complexes
Authors: van Der Linden J. G. M. 
Published: September 2010

AbstractThe preparations of a series of compounds containing the bis(N.N‐di‐alkyl‐dithiocarbamato)gold(III)‐ion of formula [Au(R2dtc)2]+X−, with R = H, Me. Et, n‐Pr. n‐Bu and Ph, and with X− = Br−, ClO4−, PF6−, AgBr2−, AuBr2−, B(Ph)4−, Au(S2C6H3CH3)2−, and Au(S2C2(CN)2)2− are reported.The C‐N stretching frequencies are measured in the crystalline state as well as in chloroform solutions. These data show that some negative ions have a distinct effect on the C‐N stretching frequency in the solid state, but this effect is absent in chloroform solutions. Since X‐ray studies have shown that these anions are situated near the nitrogen atom of the cation their effect on the C‐N frequencies is due to a polarisation of the C‐N bond.Electric conductivity measurements reveal these complexes to be 1 : 1 electrolytes in nitrobenzene solutions. From the measurements in this solvent several limiting ionic conductances are determined.
The nitration of mono‐alkylbenzenes conformational analysis and steric hindrance: Part I: Primary alkylbenzenes
Authors: Baas J.M.A. , Wepster B.M. 
Published: September 2010

AbstractThe partial rate factors for the nitration of seven primary alkylbenzenes have been determined. The activation entropy of the ortho‐substitution in neopentylbenzene is 2.9±1.7 e.u. smaller than that of the para‐substitution. The steric hindrance of the nitration in the ortho‐positions has been discussed by reference to the conformations of the initial states and the transition states. The increase of the steric hindrance is compensated by the increase of the polarizability of the alkyl groups.
Solution calorimetry of some tetra‐alkylammonium bromides in formamide
Authors: de Visser C. , Somsen G. 
Published: September 2010

AbstractEnthalpies of solution of tetra‐alkylammonium bromides (R4NBr, R = methyl, ethyl, n‐propyl and n‐butyl) in formamide have been determined calorimetrically at concentrations down to 10−1molal. The corresponding enthalpies of transfer from water to formamide deviate substantially from those of the alkali bromides. The unknown lattice enthalpies of Et4NBr and n‐Bu4NBr are evaluated from relationships between a, the enthalpies of solvation of Me4NBr, n‐Pr4NBr and alkali bromides in water and formamide with the cationic radii, and b, the enthalpies of hydration of Mc4NBr, n‐Pr4NBr and the alkali bromides with the partial molal volumes of these salts in water.
The halogenation of aromatics: Part X. Vapour phase chlorination of biphenyl
Authors: de Mey Catharina A. , Kooyman E. C. 
Published: September 2010

AbstractVapour phase chlorination of biphenyl in the temperature range 350‐450° leads to monochlorides with isomer distribution 35‐38% ortho, 47‐52% meta and 14‐16% para.This pattern is little temperature‐dependent. It is markedly different from that obtaining in liquid phase electrophilic chlorination as well as from the equilibrium distribution of monochlorobiphenyls, 53, 0, 47% and 3, 64, 33%, respectively. Thus as with other vapour phase halogenation patterns the isomer formed to the smallest extent in liquid phase electrophilic chlorination (meta) predominates.
Thermolytic reactions of esters. Part VI: A study on the steric and polar nature of the β‐elimination mechanism
Authors: Tinkelenberg A. , Kooyman E. C. , Louw R. 
Published: September 2010

AbstractA general study on the β‐cis‐elimination mechanism was made, concentrating on the steric requirements of the reaction and the influence of substituents in the alkyl (especially the β‐position) and in the acid moieties. Kinetic data on cycloalkyl esters ‐ mainly substituted cyclohexyl acetates ‐ show that a planar transition state, if not essential, is highly preferred. Polar substituent effects (β‐alkyl, ‐chloro, ‐acetoxy and ‐acetyl) in the alkyl moiety, being relatively small as such, are found to be coupled with those of other structural variations, especially in the case of β‐acetyl derivatives.Mechanistic implications are discussed in detail, leading to a transition state description comparable with that of solvolytic elimination reactions: a range of structures – in this case of a strongly concerted character – intermediate between carbonium ion‐ and carbanionlike extremes.
Aromatic sulfonation 31: (Isomer distribution in the homogeneous sulfonation of toluene with sulfur trioxide and some acidic sulfonating reagents)
Authors: van Albada M. P. , Cerfontain H. , Koeberg‐Telder A. 
Published: September 2010

AbstractThe isomer distribution in the sulfonation of toluene with sulfur trioxide in nitromethane at ‐ 25.0° and 25.0° has been determined aso: m: p= 13.6: 0.8: 85.4, and 12.2: 1.4: 86.4, respectively. These isomer distributions are overall data for the primary and secondary sulfonation. As indicated by flow system experiments, the degree ofortho‐substitution is greater for the primary sulfonation than for the secondary sulfonation.The degree ofortho‐substitution for the sulfonation of toluene in nitromethane as solvent is virtually the same for the protic reagents ClSO3H, FSO3H, H2S2O7, C6H5S2O6H and CH3S2O6H,viz.6.0 ± 0.8%.
Proton‐deuteron exchange in tetra‐arylcyclobutenyl cations. Additional evidence of homocyclopropenyl cations from calculated and (13C nmr) experimental charge densities
Authors: van der Hout‐Lodder A. E. , Buck H. M. , de Haan J. W. 
Published: September 2010

AbstractOrtho‐deuteration (with respect to the para‐substituent) in the phenyl ring at the saturated carbon atom enables one to assign completely the PMR spectra of tetra‐arylcyclobutenyl cations. By this method it was confirmed that the other three phenyl rings bear part of the positive charge and must be conjugated with the cyclobutenyl ring. The cyclobutenyl cations formed from 13C‐enriched acetylenes were prepared and the 13C‐shifts were correlated with the charge on the carbon atoms. The experimental charges thus obtained allowed different models for calculation by the SCF method to be tested. The calculations indicated that the one‐centre core integrals had to be adjusted as a result of a hybridization which is deshielding with respect to benzene, caused by the angle of 90° in the cyclobutenyl ring.
The infrared spectrum of linear alkynoic acids
Authors: Bus J. , Memelink A. A. 
Published: September 2010

AbstractThe infrared spectra of a number of linear alkynoic acids with 2‐5 triple bonds, many of them containing methylene interrupted triple bond sequences, are discussed. Compounds with an equal number of methylene groups between the carboxylic acid group and the first triple bond show great similarity in the 1180‐1350 cm−1 region. This indicates that the bands in this region are predominantly determined by this part of the chain. The conclusion is in agreement with literature data concerning alkanoic and alkenoic acids.
Structure and physical properties of aluminium alkoxides. Part IV: Vapour pressures of aluminium isopropoxide
Authors: Bleyerveld R. H. T. , Fieggen W. , Gerding H. 
Published: September 2010

AbstractThe vapour pressure of aluminium isopropoxide is measured statically at temperatures ranging from 80° to 126°. In the lower part of this range the compound is more volatile than is indicated by previous data. For the latent heat of vaporization a value of 11.5 ± 1.5 kcal/mole is calculated. This low value points to just small shifts in degree of association upon vaporization.
Properties of cyclodextrins. Part VII: Gaschromatographic determination of the solubility of saturated hexane and 2,3‐dimethylbutane vapours in aqueous solutions of cyclodextrin derivatives
Authors: Lammers J. N. J. J. , Koole J. L. , van Diemen A. J. G. 
Published: September 2010

AbstractSpecific interaction of aqueous solutions of cyclodextrin derivatives has been investigated with respect to the isomers hexane and 2,3‐dimethylbutane.Saturated vapour of hexane or 2,3‐dimethylbutane is equilibrated with aqueous solutions of different concentrations of cyclodextrin derivatives at 1, 10, 20, 30 and 40°. The solubilities of the hydrocarbons in these solutions and in water are measured gaschromatographically. It appears that linear interaction isotherms are formed, from which the degree of occupation of the cyclodextrin voids can be calculated, assuming for the present a 1 : 1 composition of the inclusion complex.The complex association constant has been calculated for the equilibrium: saturated vapour + cyclodextrin derivative ⇆ inclusion complex.Plots of the natural logarithms of the association constants vs 1/T show linear relationships. The standard molar values of the free enthalpy, enthalpy and entropy pertaining to the above‐mentioned equilibrium have been calculated.
Aromatic sulfonation 32: Kinetic isotope effect of hydrogen in sulfonation and sulfonylation of benzene
Authors: van Albada M. P. , Cerfontain H. 
Published: September 2010

AbstractThe substrate kinetic isotope effects of hydrogen in the sulfonation and sulfonylation of benzene were determined by the competitive method, using mixtures of benzene and hexadeuterobenzene. For the sulfonation with chlorosulfuric acid, kH/kD = 1.7 ± 0.1 and 1.55 ± 0.1 for nitromethane as solvent at 25° and for dichloromethane at 0°, respectively; for the consecutive sulfonylations, kH/kD = 1.1 ± 0.1 and 1.3 ± 0.2, respectively.For the aluminum chloride catalyzed sulfonylation with p‐toluenesulfonyl chloride at 25°, kH/kD = 1.5 ± 0.1 and 3.3 ± 0.2 for nitromethane and dichloromethane as the respective solvents.
Nucleophilic aromatic addition. Part IX: A route from 1,3,5‐trinitrobenzene to a dinitro‐tropane derivative
Authors: van Velzen J. C. , Kruk C. , Spaargaren K. , de Boer Th. J. 
Published: September 2010

Abstract1,3,5‐Trinitrobenzene takes up three methylene groups from diazomethane at −80° to give 1 (Scheme 1).Reduction of I with NaBH4 in pyridine yields the dihydro derivative II by saturation of the nitro‐olefinic double bond in I.In a protic solvent like methanol, this reaction proceeds with rupture of the isoxazoline‐N‐oxide ring, and leads to the intermediary formation of a nitroso‐and a primary alcohol‐function. The nitroso‐group reacts spontaneously further with a nearby HCNO2‐fragment, and this transannular process generates the tropane ring‐system of III. The hydroxyl‐group at the nitrogen‐bridge is easily oxidised, to give a relatively stable nitroxide, detectable by ESR. Spectral data, including X‐ray analysis of III1 fully confirm the proposed structures.
Activation and transfer of oxygen. VI. The influence of hydrochloric acid on the autoxidation of dihydroalloxazines
Authors: Mager H. I. X. , Berends W. 
Published: September 2010

AbstractAutoxidative processes in HCl may be influenced by reactions of the organic peroxy intermediates, or of H2O2, with the medium. These reactions with HCl led to the evolution of O2 and also of Cl2 under certain conditions. The question whether HCl is oxidized by an organic peroxy intermediate or by H2O2 could be answered.Organic compounds may be chlorinated by H2O2‐HCl in high yields. The experiments strongly support the idea that aromatic chlorination is then effected by the species HOCl and/or HOOCl which are produced in situ.
Synthesis of 4‐methylthio‐3‐butenyl isothiocyanate, the pungent principle of radish root
Authors: Brandsma L. , Vermeer P. , Kooijman J. G. A. , Boelens H. , Maessen J. Th. M. 
Published: September 2010

Abstract4‐Methylthio‐3‐butenyl isothiocyanate, isolated from radish root, has been synthesized in about 50% overall yield starting from formaldehyde dimethyl dithioacetal.
Equilibration of benzene derivatives. Part IV: Isomer equilibria among 1,2‐disubstituted phenylmercuric acetates
Authors: Verwey J. , Wolters J. , Kooyman E. C. 
Published: September 2010

AbstractTransmercuration involving the equilibrium process Ph‐HgOAc + ArH ⇆ ArHgOAc(o,m,p) + PhH, was previously reported to lead to unusual isomer patterns characterized by high proportions of ortho‐isomers irrespective of the nature of the substituent present in ArH1.1,2‐Disubstituted compounds ArH were found to produce equilibrium compositions often disagreeing from those calculated on an additive basis, using the data for mono‐substituted mercurials.Naphthylmercuric acetates appeared to constitute the first example of an equilibrium between α‐ and β‐isomers in which the α‐isomer predominates.Interpretations are based on 1) the small steric requirements of the Hg atom, 2) its positive charge, 3) the dipolar nature of the ‐HgOAc group, 4) buttressing effects, 5) mesomeric coupling between a Hg atom and an aromatic ring.
Reactivity of aminobromoquinolines towards potassium amide in liquid ammonia
Authors: den Hertog H. J. , Buurman D. J. 
Published: September 2010

AbstractThe isomeric aminobromoquinolines in which amino groups and bromine atoms are attached to the pyridine nucleus were reacted with potassium amide in liquid ammonia at −33°.2‐Amino‐3‐bromo‐ and 2‐amino‐4‐bromo‐quinoline are converted via 3,4‐didehydroquinoline into 2,3‐diaminoquinoline together with some 2,4‐diaminoquinoline. Ring transformations occur during reactions of 4‐amino‐2‐bromo‐ and 3‐amino‐2‐bromo‐quinoline yielding 4‐amino‐2‐methylquinazoline and 3‐cyanoindole, respectively. 3‐Amino‐4‐bromoquinoline yields a meta‐rearranged substitution product i.e. 2,3‐diaminoquinoline, while 4‐amino‐3‐bromoquinoline does not react under the conditions applied.Mechanisms of the reactions described are discussed.