RU2016152037A - Substituted 3-aryl-5-phenyl-3H-1,2,3,4-dithiadiazole-2-oxides and method for their preparation - Google Patents

Substituted 3-aryl-5-phenyl-3H-1,2,3,4-dithiadiazole-2-oxides and method for their preparation Download PDF

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RU2016152037A
RU2016152037A RU2016152037A RU2016152037A RU2016152037A RU 2016152037 A RU2016152037 A RU 2016152037A RU 2016152037 A RU2016152037 A RU 2016152037A RU 2016152037 A RU2016152037 A RU 2016152037A RU 2016152037 A RU2016152037 A RU 2016152037A
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dithiadiazole
phenyl
oxide
substituted
oxides
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RU2016152037A
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RU2016152037A3 (en
RU2659789C2 (en
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Валерий Николаевич Юсковец
Анастасия Сергеевна Кошевенко
Игорь Павлович Яковлев
Галина Леонидовна Старова
Тамара Леонидовна Семакова
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федеральное государственное бюджетное образовательное учреждение высшего образования "Санкт-Петербургская государственная химико-фармацевтическая академия" Министерства здравоохранения Российской Федерации (ФГБОУ ВО СПХФА Минздрава России)
Федеральное государственное бюджетное образовательное учреждение высшего образования "Санкт-Петербургский государственный университет" (СПбГУ)
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01—Five-membered rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Claims (17)

1. Замещенные 3-арил-5-фенил-3Н-1,2,3,4-дитиадиазол-2-оксиды общей формулы I1. Substituted 3-aryl-5-phenyl-3H-1,2,3,4-dithiadiazole-2-oxides of the general formula I
Figure 00000001
Figure 00000001
 R=Ph (3,5-дифенил-3Н-1,2,3,4-дитиадиазол-2-оксид) (Ia);R = Ph (3,5-diphenyl-3H-1,2,3,4-dithiadiazole-2-oxide) (Ia); R=2-СН3С6Н4 (3-(2-метилфенил)-5-фенил-3Н-1,2,3,4-дитиадиазол-2-оксид) (Iб);R = 2-CH 3 C 6 H 4 (3- (2-methylphenyl) -5-phenyl-3H-1,2,3,4-dithiadiazole-2-oxide) (IB); R=Bn (3-бензил-5-фенил-3Н-1,2,3,4-дитиадиазол-2-оксид) (Iв);R = Bn (3-benzyl-5-phenyl-3H-1,2,3,4-dithiadiazole-2-oxide) (Ic); R=4-FC6H4 (3-(4-фторфенил)-5-фенил-3Н-1,2,3,4-дитиадиазол-2-оксид) (Iг);R = 4-FC 6 H 4 (3- (4-fluorophenyl) -5-phenyl-3H-1,2,3,4-dithiadiazole-2-oxide) (Id); R=4-NO2C6H4 (3-(4-нитрофенил)-5-фенил-3Н-1,2,3,4-дитиадиазол-2-оксид) (Iд);R = 4-NO 2 C 6 H 4 (3- (4-nitrophenyl) -5-phenyl-3H-1,2,3,4-dithiadiazole-2-oxide) (Id); R=3,5-ди FC6H4 (3-(3,5-дифторфенил)-5-фенил-3Н-1,2,3,4-дитиадиазол-2-оксид) (Ie).R = 3,5-di FC 6 H 4 (3- (3,5-difluorophenyl) -5-phenyl-3H-1,2,3,4-dithiadiazole-2-oxide) (Ie). 2. Способ получения замещенных 3-арил-5-фенил-3Н-1,2,3,4-дитиадиазол-2-оксидов общей формулы I2. A method of producing substituted 3-aryl-5-phenyl-3H-1,2,3,4-dithiadiazole-2-oxides of the general formula I
Figure 00000002
Figure 00000002
 R=Ph (3,5-дифенил-3Н-1,2,3,4-дитиадиазол-2-оксид) (Ia);R = Ph (3,5-diphenyl-3H-1,2,3,4-dithiadiazole-2-oxide) (Ia); R=2-СН3С6Н4 (3-(2-метилфенил)-5-фенил-3Н-1,2,3,4-дитиадиазол-2-оксид) (Iб);R = 2-CH 3 C 6 H 4 (3- (2-methylphenyl) -5-phenyl-3H-1,2,3,4-dithiadiazole-2-oxide) (IB); R=Bn (3-бензил-5-фенил-3Н-1,2,3,4-дитиадиазол-2-оксид) (Iв);R = Bn (3-benzyl-5-phenyl-3H-1,2,3,4-dithiadiazole-2-oxide) (Ic); R=4-FC6H4 (3-(4-фторфенил)-5-фенил-3Н-1,2,3,4-дитиадиазол-2-оксид) (Iг);R = 4-FC 6 H 4 (3- (4-fluorophenyl) -5-phenyl-3H-1,2,3,4-dithiadiazole-2-oxide) (Id); R=4-NO2C6H4 (3-(4-нитрофенил)-5-фенил-3Н-1,2,3,4-дитиадиазол-2-оксид) (Iд);R = 4-NO 2 C 6 H 4 (3- (4-nitrophenyl) -5-phenyl-3H-1,2,3,4-dithiadiazole-2-oxide) (Id); R=3,5-ди FC6H4 (3-(3,5-дифторфенил)-5-фенил-3Н-1,2,3,4-дитиадиазол-2-оксид) (Ie), путем взаимодействия замещенного N'-арилтиобензгидразида с тионилхлоридом с последующим выделением целевого продукта.R = 3,5-di FC 6 H 4 (3- (3,5-difluorophenyl) -5-phenyl-3H-1,2,3,4-dithiadiazole-2-oxide) (Ie), by reaction of a substituted N '-arylthiobenzhydrazide with thionyl chloride, followed by isolation of the target product. 3. Способ получения замещенных 3-арил-5-фенил-3Н-1,2,3,4-дитиадиазол-2-оксидов общей формулы I по п. 2, отличающийся тем, что для выделения целевого продукта избыток тионилхлорида отгоняют в вакууме при 45°С, а остаток перекристаллизовывают из циклогексана.3. The method of producing substituted 3-aryl-5-phenyl-3H-1,2,3,4-dithiadiazole-2-oxides of the general formula I according to claim 2, characterized in that the excess of thionyl chloride is distilled off under vacuum in order to isolate the target product 45 ° C, and the residue was recrystallized from cyclohexane.
RU2016152037A 2016-12-27 2016-12-27 Substituted 3-aryl-5-phenyl-3h-1,2,3,4-dithiadiazole-2-oxides and the method of their production RU2659789C2 (en)

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