METHOD OF PRODUCING 1(11)H-2,3,4,5-TETRAHYDRO[1,3]DIAZEPINO[1,2-a]BENZIMIDAZOLE Russian patent published in 2024 - IPC C07D487/04 

Abstract RU 2814769 C1

FIELD: chemistry.

SUBSTANCE: invention relates to organic chemistry, specifically to a method of producing 1 (11)H-2,3,4,5-tetrahydro[1,3]diazepino[1,2-a]benzimidazole of formula (I), which is the initial product in the synthesis of biologically active compounds. Method of producing desired diazepinobenzimidazole is characterized by that isoindoline-1,3-dione is treated with dibromobutane, then obtained 2-(4-bromobutyl) isoindoline-1,3-dione is reacted with 2-(methylthio)-1H-benzo[d]imidazole, obtained 2-(4-(2-(methylthio)-1H-benzo[d]imidazol-1-yl)butyl)isoindoline-1,3-dione is converted into the desired diazepinobenzimidazole of formula (I) by boiling with hydrazine hydrate.

EFFECT: simplification of the process technology due to reduction of the number of synthesis steps, use of available starting compounds and elimination of formation of by-products.

1 cl, 1 ex

Similar patents RU2814769C1

Title Year Author Number
11-(4-TERT-BUTYLBENZYL)-2,3,4,5-TETRAHYDRO[1,3]DYAZEPINO[1,2-A]BENZIMIDAZOLE HYDROBROMIDE WITH ANXIOLYTIC AND ANTICONVULSANT ACTIVITY 2017
  • Divaeva Lyudmila Nikolaevna
  • Spasov Aleksandr Alekseevich
  • Kuzmenko Tatyana Andreevna
  • Maltsev Dmitrij Vasilevich
  • Morkovnik Anatolij Savelevich
  • Taran Alena Sergeevna
  • Petrov Vladimir Ivanovich
RU2662242C1
HYDROHALOGENIDE OF 1-(3,4-DIMETHOXYPHENYL)-2-(7,8-DIMETHYL-2,3,4,5-TETRAHYDRO-1,3]DIAZEPINO[1,2A]BENZIMIDAZOLE-11-YL)ETHANONE WITH ANALGESIC AND ANXIOLYTIC ACTIVITY 2016
  • Divaeva Lyudmila Nikolaevna
  • Spasov Aleksandr Alekseevich
  • Maltsev Dmitrij Vasilevich
  • Kuzmenko Tatyana Andreevna
  • Morkovnik Anatolij Savelevich
  • Yakovlev Dmitrij Sergeevich
  • Taran Alena Sergeevna
  • Petrov Vladimir Ivanovich
  • Bogoslavtseva Mariya Vladimirovna
RU2636785C1
11-(4-TRET-BUTYLBENZYL) - AND PHENACYLREPLACED 2,3,4,5-TETRAHYDRO [1,3] DIAZEPINO [1,2-a] BENZIMIDAZOLE WITH ANXIOLYTIC ACTIVITY 2016
  • Divaeva Lyudmila Nikolaevna
  • Spasov Aleksandr Alekseevich
  • Petrov Vladimir Ivanovich
  • Kuzmenko Tatyana Andreevna
  • Morkovnik Anatolij Savelevich
  • Yakovlev Dmitrij Sergeevich
  • Maltsev Dmitrij Vasilevich
  • Taran Alena Sergeevna
  • Anisimova Vera Alekseevna
RU2629022C1
HYDROGEN HALIDES OF 11-[(4-TERT-BUTYL)ETHYL]- AND 11-BENZYL-SUBSTITUTED 2,3,4,5-TETRAHYDRO[1,3]DIAZEPINO[1,2-A]BENZIMIDAZOLE, HAVING ALPHA-GLUCOSIDASE INHIBITORY ACTIVITY 2015
  • Divaeva Ljudmila Nikolaevna
  • Kuzmenko Tatjana Andreevna
  • Aleshin Dmitrij Anatolevich
  • Spasov Aleksandr Alekseevich
  • Morkovnik Anatolij Savelevich
  • Anisimova Vera Alekseevna
  • Chepljaeva Natalja Ivanovna
RU2602504C1
9-SUBSTITUTED-2-BIPHENYLIMIDAZO[1,2-A]BENZIMIDAZOLES AND PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF, HAVING ANTIOXIDANT AND ANTIRADICAL PROPERTIES 2017
  • Spasov Aleksandr Alekseevich
  • Zhukovskaya Olga Nikolaevna
  • Brigadirova Anastasiya Andreevna
  • Kosolapov Vadim Anatolevich
  • Anisimova Vera Alekseevna
  • Morkovnik Anatolij Savelevich
RU2649979C1
9-BENZYL-2-BIPHENYLIMIDAZO[1,2-A]BENZIMIDAZOLE AND PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF THAT EXPRESS PROPERTIES OF DESTROYERS OF TRANSVERSAL CROSS-LINKS OF GLYCOSYLATED PROTEINS 2016
  • Zhukovskaya Olga Nikolaevna
  • Anisimova Vera Alekseevna
  • Morkovnik Anatolij Savelevich
  • Petrov Vladimir Ivanovich
  • Spasov Aleksandr Alekseevich
  • Rashchenko Andrej Igorevich
  • Brigadirova Anastasiya Andreevna
  • Abbas Khajder Sabri Abbas
RU2627769C1
DRUG WITH ANTIPROLIFERATIVE AND ANTIMETASTATIC EFFECTS AGAINST LEWIS LUNG CARCINOMA WHEN INJECTED INTRAPERITONEALLY 2022
  • Kit Oleg Ivanovich
  • Komarova Ekaterina Fedorovna
  • Maksimov Aleksej Yurevich
  • Morkovnik Anatolij Savelevich
  • Zhukovskaya Olga Nikolaevna
  • Goncharova Anna Sergeevna
  • Kharagezov Dmitrij Akimovich
  • Lukbanova Ekaterina Alekseevna
  • Komarova Elizaveta Yurevna
  • Kurbanova Luiza Zulkaidovna
  • Zaikina Ekaterina Vladislavovna
  • Mindar Mariya Vadimovna
  • Khodakova Darya Vladislavovna
  • Galina Anastasiya Vladimirovna
  • Shevchenko Natalya Alekseevna
RU2792144C1
BENZODIAZEPINE COMPOUND AND PHARMACEUTICAL COMPOSITION 2009
  • Osima Kunio
  • Osijama Takasi
  • Taira Siniti
  • Mendzo Jasukhiro
  • Jamabe Khokuto
  • Matsumura Suudzi
  • Ueda Masataka
  • Koga Jasuo
  • Tai Kuninori
  • Nakajama Sunao
  • Onogava Tosijuki
  • Tsudzimae Kendzi
RU2496775C2
HYDROHALIDES OF 11-PHENOXYETHYL AND 11-BENZYL-SUBSTITUTED 2,3,4,5-TETRAHYDRO[1,3]DIAZEPINO[1,2-a] BENZIMIDAZOLE, HAVING ANTIAGGREGANT ACTIVITY 2015
  • Divaeva Ljudmila Nikolaevna
  • Kuzmenko Tatjana Andreevna
  • Spasov Aleksandr Alekseevich
  • Morkovnik Anatolij Savelevich
  • Anisimova Vera Alekseevna
  • Kucherjavenko Aida Fatikhovna
  • Sirotenko Viktor Sergeevich
RU2582618C1
THIENOPYRIMIDNEDIONES, METHODS FOR THEIR PREPARING (VARIANTS) AND PHARMACEUTICAL COMPOSITION 2002
  • Rejnolds Rejchel Kh'Juluehn
  • Ingoll Ehtoni Khauard
  • Rehjsul Rakhsehjna Tehsnim
  • Gil Sajmon Dejvid
  • Kuper Martin Ehdvard
RU2294937C9

RU 2 814 769 C1

Authors

Sochnev Vadim Sergeevich

Zubenko Aleksandr Aleksandrovich

Divaeva Liudmila Nikolaevna

Morkovnik Anatolii Savelevich

Dates

2024-03-04Published

2023-09-20Filed