Synthesis of 3-(2-amino-2-carboxyethyl)-2-carboxy-7-chlorobenzofuran

Two methods for the synthesis of 3-(2-amino-2-carboxyethyl)-2-carboxy-7-chlorobenzofuran are proposed.Faculty of Chemistry, N. Copernicus University, Torun 87–100, Poland. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1048–1050, August, 1997.     

Electronic effects of 1-(1, 7-B6H6C2H) and 1-(1,6-B7H7C2H) groups

Conclusions 1-[1,7-Dicarbaclozooctaboran(8)yl] (induction constant _i=0.08 and resonance constant _R°=–0.02) and 1-[1,6-dicarbaclozononaboran(9)yl] (=0.09 and _R°=0.05) groups are weak electron-acceptor groupings.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 574–576, March, 1972.     

2-R-7-Hydroxy-8-methyl-3-(2-quinolyl)chromones

By condensation of 2-methyl resorcinol with 2-quinolyl acetonitrile, we have synthesized α-(2-quinolyl)-2,4-dihydroxy-3-methylacetophenone, which when reacted with carboxylic acid anhydrides followed by hydrolysis yields 2-R-7-hydroxy-8-methyl-3-(2-quinolyl)chromones.__________Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 407–415, March, 2005.     

Determination of Lead Using a New Chromogenic Reagent 2-(2-Sulfo-4-acetylphenylazo)-7-(2,4,6-trichlorophenylazo)-1,8-dihydroxynaphthalene-3,6-disulfonic Acid

A novel chromogenic reagent, 2-(2-sulfo-4-acetylphenylazo)-7-(2,4,6-trichlorophenylazo)-1,8-dihydroxynaphthalene-3,6-disulfonic acid 1, was prepared by diazo coupling of 4-acetylaniline-2-sulfonic acid and 2,4,6-trichloroaniline to chromotropic acid through –N=N– groups. Based on this reagent, a simple, sensitive and selective spectrophotometric method was developed for the determination of lead. In 0.20M phosphoric acid medium, lead reacts with 1 to form a 1:2 blue complex with an absorption maximum of 654nm. Beers law is obeyed in the range of 0–0.6mgL^–1 of lead. The apparent molar absorptivity is 1.25×10⁵Lmol^–1cm^–1. The detection limit and quantification limit were found to be 0.63µgL^–1 and 2.1µgL^–1, respectively. The relative standard deviation for eleven replicate measurements was of 2.6%. The interference of foreign ions was also investigated. All the other foreign ions studied did not interfere with lead determination except for Ca(II) and Ba(II). The interference caused by Ca(II) and Ba(II) can be eliminated by prior extraction of lead with potassium iodide-methylisobutylketone (KI-MIBK). The proposed method was applied to the determination of lead in certified samples with satisfactory results.     

Synthesis and structure of double pyrophosphates KFeP2O7 and KGaP2O7

Institute for Crystallography, Academy of Sciences of the USSR. Translated from Zhurnal Strukturnoi Khimii, Vol. 30, No. 1, pp. 173–175, January–February, 1989.     

Synthesis of 2-, 6-, and 7-aminomethyl derivatives in the 4,5-dihydroxybenzofuran series

The 2-, 6-, and 7-aminomethyl derivatives have been synthesized from derivatives of 4-hydroxy-5-methoxy- and 4-methoxy-4-hydroxybenzofuran. 2-Methyl-3-carbethoxy-5-methoxy-7-dimethylaminomethylbenzofuran has been converted into the 7-cyanomethyl derivative.Deceased.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 23–27, January, 1986.     

Tautomeric forms of 5-(2-hydroxyphenyl)-7-phenyldihydro-1,2,4-triazolo[1,5-a]pyrimidine

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1000–1001, July, 1989.     

2-(7-methyl-1H-benzoimidazol-2-yl)-6-(1-aryliminoethyl)pyridinylnickel complexes: Synthesis, characterization and their ethylene oligomerization

A series of 2-(methyl-substituted-1H-benzoimidazol-2-yl)-6-(1-aryliminoethyl)pyridines (L1–L6) were synthesized and used as N^N^N tridentate ligands for their nickel complexes (C1–C12). All ligands were fully characterized by elemental, NMR and IR spectroscopic analyses, while their nickel complexes were characterized by elemental and IR spectroscopic analyses. The single-crystal X-ray diffraction reveals that the complexes C1, C3 and C9 have distorted octahedral geometry around the Ni center. All nickel complexes, activated with Et₂AlCl, exhibit good catalytic activities toward ethylene oligomerization with major dimerization.     

Synthesis and spectral-luminescence properties of 7-diethylamino-4-(2-arylethenyl)coumarins

A number of 7-diethylamino-4-(2-arylethenyl)coumarins were obtained by condensation of 7-diethylamino-4-methylcoumarin with aromatic aldehydes, while only a product of addition to the carbon—nitrogen double bond is formed with benzalaniline. The spectral-luminescence properties of the compounds obtained were investigated.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 319–322, March, 1991.     

4-Hydroxy-2-quinolones 7. Synthesis and biological properties of 1-R-3-(2-benzimidazolyl)-4-hydroxy-2-quinolones

Condensation of 1-R-3-carbethoxy-4-hydroxy-2-quinolones with o-phenylene diamine gives the corresponding 1-R-3-(2-benzimidazolyl)-4-hydroxy-2-quinolones. Data on a study of the antithyroid activity of the synthesized compounds is presented.For Communication 6, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 105–108, January, 1993.We express our sincere thanks to A. A. Kirichenko and T. S. Bozhko for the study of the antithyroid activity.     

Synthesis and thermal decomposition of haloalkoxy-sym-triazines. 7. Thermal decomposition of 2-dialkylamino-4-(2-chloroethoxy)-6-methoxyamino-sym-triazines

Two 2-dialkylamino-4-(2-chloroethoxy)-6-methoxyamino-sym-triazines were synthesized. It was established that when they are heated at 120° C, the 2-chloroethoxy group undergoes rearrangement with cyclization to give 2-dialkylamino-4-oxo-8-methoxy-6, 7-dihydroimidazo [1,2-a]-sym-triazines, the structure of which was confirmed by data from the IR, PMR, and mass spectra.See [6] for Communication 6.Translated from Khimiya Geterotsilicheskikh Soedinenii, No. 8, pp. 1122–1124, August, 1981.     

2-R-6-ethyl-7-hydroxy-3-(5-phenyl-1,3,4-thiadiazolyl-2)chromones

-(5-Phenyl-1,3,4-thiadiazolyl-2)-6-ethyl-2,4-dihydroxyacetophenone was synthesized by the condensation of 4-ethylresorcinol with 2-cyanomethyl-5-phenyl-1,3,4-thiadiazole. Interaction of the former with carboxylic acid anhydrides and halides and subsequent hydrolysis gave 2-R-6-ethyl-7-hydroxy-3-(5-phenyl-1,3,4-thiadiazoyl)chromones.Translated from Khimiya Geterotsiklicheskikh Soedinenii, 1840–1847, December, 2004.     

Microbiological synthesis of 7-bromo-5-(o-chlorophenyl)-3-hydroxy-1,2-dihydro-3H-1,4-benzodiazepin-2-one by immobilized actinomycetes

It has been shown that the highest yields (15%) of 7-bromo-5-(o-chlorophenyl)-3-hydroxy-1,2-dihydro-3H-1,4-benzodiazepin-2-one are obtained by the use of the cells of actinomycetes immobilized in poly(vinyl alcohol) in the presence of the cosubstrate 7-bromo-5-(o-chlorophenyl)-3-methyl-1,2-dihydro-3H-1,4-benzodiazepin-2-one.Physicochemical Institute, Academy of Sciences of the Ukrainian SSR, Odessa. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 779–783, November–December, 1981.     

Spectrophotometric determination of manganese with derivatives of 1,3,3-trimethyl-2-[3-(1,3,3-trimethyl-1,3- H-indol-2-ylidene)propenyl]-3 H-indolium

A new, simple, rapid, and sensitive spectrophotometric method has been developed for the determination of manganese in sewage. The method is based on the reaction of manganese with derivatives of 1,3,3-trimethyl-2-[3-(1,3,3-trimethyl-1,3-H-indol-2-ylidene)propenyl]-3H-indolium to form a colored ion associate with a sensitive absorption maximum at 560 nm. The appropriate reaction conditions have been established: pH 8.5–10.0, 1.25–2.3×10^–3 mol L^–1 1-nitroso-2-naphthol, and 1.6–2.4×10^–4 mol L^–1 dye reagent. Beer's law is obeyed for manganese concentrations up to 4.2 mg L^–1. The limit of detection is 0.01 mg L^–1 Mn²⁺; the molar absorptivity of the ion associate was 7.5×10⁴ L mol^–1 cm^–1. The effect of various foreign ions was examined. A reaction mechanism is suggested. The developed procedure was tested for determination of manganese in sewage with satisfactory precision and accuracy.     

Crystal and molecular structure of the monohydrate of the internal salt of 7-[2-(fluorosulfonyl)-4-sulfophenyl]-4,10-dimethyl-1,2,3,4,10,11,12,13-octahydropyrano [2,3-F∶6,5-F′]diquinolinium hydroxide

All-Union Chemical Reagents and High-Purity Chemicals Research Institute. Translated from Zhurnal Strukturnoi Khimii, Vol. 31, No. 3, pp. 97–102, May–June, 1990.     

Nitration of 7- and 8-methyl-4-R-1H-2, 3-dihydro-1,5-benzodiazepin-2-ones

4-R-8-Methyl-2,3-dihydro-1H-1,5-benzodiazepin-2-ones are nitrated in the 7 position, whereas their 7-methyl analogs are nitrated in the 1, 8, or 9 position. The nitration of 4,8-dimethyldihydrobenzodiazepinone proceeds as primary substitution at the N₁ atom of the amide group. The resulting N₁-nitroamide undergoes prototropic rearrangement to the 9-nitro isomer in strongly acidic media.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 122–126, January, 1978.     

Synthesis and crystal structure of 7-allylseleno-5-amino-8-cyano-3-ethoxycarbonyl-4-(2-furyl)-1,4-dihydro-2-methyi-1,6-naphthyridine

The reaction of 2-furylmethylideneacetoacetic ester with cyanoselenoacetamide afforded 7-allylseleno-5-amino-S-cyano-3-ethoxycarbonyl-4-(2-furyl)-1,4-dihydro-2-methyl-1,6naphthyridine, the structure of which has been established by X-ray structural study.Translated fromlzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 437–440, February, 1996.     

Saure Hydrolyse von 2-(4-Chlorphenylazo)-2-(N-carbamidino-ureido)-propan

Zusammenfassung Die saure Hydrolyse der Arylazo-Verbindung1 wird beschrieben und interpretiert: Als Zwischenprodukte werden ungeladenes Aryldiazen (Ar–N=N–H) sowie zwitterionisches Aryldiazen (Ar–NH⁺=N:^–)und im weiteren Verlauf des Reaktionsgeschehens 1,4-Diaryltetrazenimionen postuliert.

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Acid hydrolysis of 2-(4-Chlorophenylazo)-2-(N-carbamidinoureido)-propane

Acid hydrolysis of the arylazo compound1 is described and discussed. As reaction intermediates uncharged aryldiazene (Ar–N=N–H) as well as zwitterionic aryldiazene (Ar–NH⁺=N:^–) and subsequently 1.4-diaryltetrazenium ions are postulated.

     

Synthesis of 2-carboxy-5,6-ethylenedioxyindole and its 3-, 4-, and 7-halo derivatives

A method for the synthesis of 2-carboxy-5,6-ethylenedioxyindole and its 4- and 7-chloro derivatives from 3,4-ethylenedioxyaniline and, correspondingly, its 2- and 5-chloro derivatives via the Fischer reaction was developed. It was established that in the case of bromination or chlorination under mild conditions 2-carbethoxy-5,6-ethylenedioxyindole forms 3-halo derivatives, while 5,6-ethylenedioxyindole itself forms only 3,7-dihalo derivatives. The closeness in the reactivities of the 3 and 7 ring positions of 5,6-ethylenedioxyindole (as compared with indole) is in agreement with the results of calculations of the quantum-chemical reactivity indexes for electrophilic substitution.Translated from Khimiya Geterotslklicheskikh Soedinenii, No. 9, pp. 1215–1219, September, 1982.     

Nuclear quadrupole resonance spectra of75As in 1-arsa-2-, 7-, and 12-carbalkosododecaboranes(11)

Conclusions The frequency of the NQR spectrum of⁷⁵As in o-carbaarsaborane is substantially higher than that of the m- and p-isomers, which reflects differences in the symmetry of the short-range surroundings of the arsenic atom in these compounds.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 532–533, March, 1972.