scholarly journals 7,7’-(4,4-Bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b’]dithiophene-2,6-diyl)bis(4-bromobenzo[c][1,2,5]thiadiazole)

Molbank ◽  
10.3390/m1310 ◽  
2021 ◽  
Vol 2022 (1) ◽  
pp. M1310
Author(s):  
Nikita S. Gudim ◽  
Ekaterina A. Knyazeva ◽  
Oleg A. Rakitin
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Elemental Analysis ◽  
13C Nmr ◽  
High Resolution Mass Spectrometry ◽  
Uv Spectroscopy ◽  
Optoelectronic Devices ◽  
Cross Coupling ◽  
Resolution Mass ◽  
Ir And Uv Spectroscopy

2,6-Bis(benzo[c][1,2,5]thiadiazol-4-yl)-4H-cyclopenta[2,1-b:3,4-b’]dithiophenes are of interest for the synthesis of molecules which can be employed in optoelectronic devices. In this communication, 7,7’-(4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b’]dithiophene-2,6-diyl)bis(4-bromobenzo[c][1,2,5]thiadiazole) was obtained by direct C–H cross-coupling of 4,7-dibromobenzo[c][1,2,5]thiadiazole with 4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b’]dithiophene in the presence of palladium(II)acetate and potassium pivalate. The structure of newly synthesized compound was established by means of elemental analysis, high-resolution mass spectrometry, 1H, 13C NMR, IR and UV spectroscopy.

scholarly journals N,N-Bis(4’-(hexyloxy)-[1,1’-biphenyl]-4-yl)thiophen-2-amine

Molbank ◽  
10.3390/m1290 ◽  
2021 ◽  
Vol 2021 (4) ◽  
pp. M1290
Author(s):  
Timofey N. Chmovzh ◽  
Oleg A. Rakitin
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
High Resolution Mass Spectrometry ◽  
Uv Spectroscopy ◽  
Optoelectronic Devices ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction ◽  
Resolution Mass ◽  
Ir And Uv Spectroscopy

N,N-Diarylthiophen-2-amine units are of great interest for the synthesis of optoelectronic devices. In this communication, N,N-bis (4’-(hexyloxy)-[1,1’-biphenyl]-4-yl)thiophen-2-amine was obtained by means of a Buchwald–Hartwig cross-coupling reaction of bis(4’-(hexyloxy)-[1,1’-biphenyl]-4-yl)amine and 2-bromothiophene in the presence of tris(dibenzylideneacetone)dipalladium(0), tri-tert-butyl phosphine and sodium tert-butanolate. The structure of newly synthesized compounds was established by means of elemental analysis, high-resolution mass spectrometry, 1H, 13C NMR, IR and UV spectroscopy and mass-spectrometry.

scholarly journals 4-(7-Bromobenzo[d][1,2,3]thiadiazol-4-yl)morpholine

Molbank ◽  
10.3390/m1202 ◽  
2021 ◽  
Vol 2021 (2) ◽  
pp. M1202
Author(s):  
Nikita Gudim ◽  
Ekaterina Knyazeva ◽  
Natalia Obruchnikova ◽  
Oleg Rakitin ◽  
Vadim Popov
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Ir Spectroscopy ◽  
Elemental Analysis ◽  
13C Nmr ◽  
High Resolution Mass Spectrometry ◽  
Nitrogen Heterocycles ◽  
X Ray ◽  
Photovoltaic Materials ◽  
Resolution Mass

Dibromoderivatives of benzofused chalcogen-nitrogen heterocycles are important precursors in the synthesis of various photovoltaic materials. 4,7-Dibromobenzo[d][1,2,3]thiadiazole is a practically unexplored compound in this series. In this communication, it was shown that the nucleophilic substitution of 4,7-dibromobenzo[d][1,2,3]thiadiazole with morpholine gave selectively 4-substituted product—4-(7-bromobenzo[d][1,2,3]thiadiazol-4-yl)morpholine. The structure of the newly synthesized compound was established by means of elemental analysis, high resolution mass-spectrometry, 1H, 13C NMR, and IR spectroscopy, mass-spectrometry, and X-ray analysis.

scholarly journals 8,18-Dithia-1,4,11,14-tetraazapentacyclo[11.7.0.03,11.05,9.015,19]icosa-3,5(9),6,13,15(19),16-hexaene-10,20-dione

Molbank ◽  
10.3390/m1056 ◽  
2019 ◽  
Vol 2019 (2) ◽  
pp. M1056
Author(s):  
Vladimir A. Ogurtsov ◽  
Oleg A. Rakitin
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Ir Spectroscopy ◽  
Elemental Analysis ◽  
13C Nmr ◽  
High Resolution Mass Spectrometry ◽  
Biologically Active ◽  
Active Compounds ◽  
Dimerization Product ◽  
Resolution Mass

4H-3λ2-Thieno[3,2-d]pyrimidin-4-one derivatives are of interest as biologically active compounds. In this communication, 2-(chloromethyl)-4H-3λ2-thieno[3,2-d]pyrimidin-4-one (1) was investigated in the reaction with ammonia, potassium phthalimide, and other basic agents. The dimerization product—8,18-dithia-1,4,11,14-tetrazapentacyclo[11.7.0.03,11.05,9.015,19]icosa-3,5(9),6,13,15(19),16-hexaene-10,20-dione was formed in the reaction with potassium phthalimide in DMF, by heating at 110 °C for 5 h. The structure of the newly synthesized compound was established by means of elemental analysis, high resolution mass-spectrometry, 1H, 13C NMR, and IR spectroscopy, and mass-spectrometry.

scholarly journals (2,3-Dihydro-1H-indol-5-ylmethyl)amine

Molbank ◽  
10.3390/m1248 ◽  
2021 ◽  
Vol 2021 (3) ◽  
pp. M1248
Author(s):  
Vladimir A. Ogurtsov ◽  
Oleg A. Rakitin
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Ir Spectroscopy ◽  
Elemental Analysis ◽  
13C Nmr ◽  
High Resolution Mass Spectrometry ◽  
Pharmacological Properties ◽  
High Resolution Mass ◽  
Resolution Mass

New (2,3-dihydro-1H-indol-5-ylmethyl)amine was synthesized from 2-((1-acetylindolin-5-yl)methyl)isoindoline-1,3-dione by simultaneous deprotection of phthalimide and acetyl groups. The structure of the newly synthesized compounds was established by elemental analysis, high resolution mass-spectrometry, 1H, 13C NMR and IR spectroscopy and mass-spectrometry. The resulting compound is a convenient intermediate for various disubstituted 1-(indolin-5-yl)methanamines, which may be of interest as substances with useful pharmacological properties.

scholarly journals 4-Chloro-6-(chloromethyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidine

Molbank ◽  
10.3390/m1253 ◽  
2021 ◽  
Vol 2021 (3) ◽  
pp. M1253
Author(s):  
Vladimir Ogurtsov ◽  
Oleg Rakitin
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Ir Spectroscopy ◽  
Elemental Analysis ◽  
13C Nmr ◽  
High Resolution Mass Spectrometry ◽  
Pharmacological Properties ◽  
High Resolution Mass ◽  
Resolution Mass

A novel 4-chloro-6-(chloromethyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidine was prepared by a rational and short two-step synthesis from commercially available ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate via 6-(chloromethyl)-1-methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one. The structure of the synthesized compounds was established by elemental analysis, high-resolution mass-spectrometry, 1H, 13C-NMR and IR spectroscopy and mass-spectrometry. 4-Chloro-6-(chloromethyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidine is a convenient intermediate for various disubstituted 1-methyl-1H-pyrazolo[3,4-d]pyrimidines, which may be of interest as substances with useful pharmacological properties.

scholarly journals Ethyl 11a,12-Dihydrobenzo[b]benzo[5,6][1,4]oxazino[2,3-e][1,4]oxazine-5a(6H)-carboxylate

Molbank ◽  
10.3390/m1149 ◽  
2020 ◽  
Vol 2020 (3) ◽  
pp. M1149 ◽  
Author(s):  
Lidia S. Konstantinova ◽  
Mikhail A. Tolmachev ◽  
Vadim V. Popov ◽  
Oleg A. Rakitin
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Ir Spectroscopy ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Heterocyclic System ◽  
High Resolution Mass Spectrometry ◽  
X Ray ◽  
Moderate Yield ◽  
Resolution Mass

The 11a,12-dihydrobenzo[b]benzo[5,6][1,4]oxazino[2,3-e][1,4]oxazine heterocyclic system has been used in the construction of heteropropellanes, which attracted much attention not only on the possible modification of drugs, but also for novel materials with unusual and important physical properties. In this communication, the reaction of ethyl 2-(hydroxyimino)propanoate 1 with disulfur dichloride and o-aminophenol, which gave ethyl 11a,12-dihydrobenzo[b]benzo[5,6][1,4]oxazino[2,3-e][1,4]oxazine-5a(6H)-carboxylate in moderate yield, was described. The structure of the newly synthesized compound was established by means of elemental analysis, high resolution mass-spectrometry, 1H, 13C NMR and IR spectroscopy, mass-spectrometry and X-ray analysis.

scholarly journals 4,7-Bis(dodecylthio)-[1,2,5]thiadiazolo[3,4-c]pyridine

Molbank ◽  
10.3390/m1291 ◽  
2021 ◽  
Vol 2021 (4) ◽  
pp. M1291
Author(s):  
Timofey N. Chmovzh ◽  
Timofey A. Kudryashev ◽  
Oleg A. Rakitin
Keyword(s):  
Mass Spectrometry ◽  
Liquid Crystalline ◽  
High Resolution Mass Spectrometry ◽  
Uv Spectroscopy ◽  
Cross Coupling ◽  
Aromatic Nucleophilic Substitution ◽  
Alkyl Chains ◽  
Derivatives Of ◽  
Resolution Mass ◽  
Ir And Uv Spectroscopy

Bis(alkylsulfanyl) derivatives of 1,2,5-thiadiazoles fused with aromatic and heteroaromatic rings containing long alkyl chains are of interest as compounds with liquid crystalline properties. In this communication, 4,7-bis(dodecylthio)-[1,2,5]thiadiazolo[3,4-c]pyridine 1 was obtained from 4,7-dibromo-[1,2,5]thiadiazolo[3,4-c]pyridine 2 by a combination of two reactions—aromatic nucleophilic substitution SNAr and Buchwald–Hartwig cross-coupling. The structure of the newly synthesized compounds was established by means of elemental analysis; high-resolution mass spectrometry; 1H, 13C NMR, IR and UV spectroscopy; and mass spectrometry.

scholarly journals 8-(Pyrimidin-2-yl)-1,2,3,4,5,6,7,8-heptathiazocane

Molbank ◽  
10.3390/m1091 ◽  
2019 ◽  
Vol 2019 (4) ◽  
pp. M1091
Author(s):  
Vladimir A. Ogurtsov ◽  
Oleg A. Rakitin
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Ir Spectroscopy ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Good Yield ◽  
High Resolution Mass Spectrometry ◽  
Biologically Active ◽  
Active Compounds ◽  
Resolution Mass

Heptasulfur imides substituted by hereterocycle may be of interest as biologically active compounds. In this communication, the reaction of pyrimidin-2-amine 1 with disulfur dichloride was carefully investigated to give 8-(pyrimidin-2-yl)-1,2,3,4,5,6,7,8-heptathiazocane in good yield. The structure of the newly synthesized compound was established by means of elemental analysis, high resolution mass-spectrometry, 1H, 13C NMR and IR spectroscopy and mass-spectrometry.

scholarly journals Selectfluor-triggered fluorination/cyclization of o-hydroxyarylenaminones: A facile access to 3-fluoro-chromones

2020 ◽  
pp. 174751982092308
Author(s):  
Yanqin Wang ◽  
Biao Hu ◽  
Qiaohe Zhang ◽  
Siyun Zhao ◽  
Yuxuan Zhao ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
13C Nmr ◽  
Potassium Carbonate ◽  
High Resolution Mass Spectrometry ◽  
Reactive Intermediates ◽  
Cyclization Reaction ◽  
Plausible Mechanism ◽  
Tandem Cyclization ◽  
Resolution Mass

A fast and efficient Selectfluor-triggered fluorination/cyclization reaction of o-hydroxyarylenaminones has been successfully developed. The reaction successfully provides an expedient method for the synthesis of 3-fluoro-chromones promoted by potassium carbonate, which shows readily available starting materials and is easy to operate. In addition, a plausible mechanism of this tandem cyclization reaction was proposed where 4 H-chromen-4-one, 2-(dimethylamino)-3,3-difluorochroman-4-one, and 3,3-difluoro-2-hydroxychroman-4-one were not found to be the reactive intermediates. Moreover, these novel compounds have been obtained in moderate to good yields, and their structures have been confirmed by 1H NMR, 13C NMR, and high-resolution mass spectrometry.

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