ChemInform Abstract: Synthesis of New 3-Substituted and Spiro 1,5-Benzodiazepin-2-ones under Phase-Transfer Catalysis Conditions

Autor:	Ashraf M. El-Sayed, Ahmed Khodairy, H. Salah, H. Abdel-Ghany
Rok vydání:	2010
Předmět:	Turn (biochemistry) chemistry.chemical_compound Bromine Benzoyl chloride Nucleophile Chemistry Yield (chemistry) Diphenyl ether Formaldehyde chemistry.chemical_element General Medicine Medicinal chemistry Catalysis
Zdroj:	ChemInform. 32
ISSN:	1522-2667 0931-7597
Popis:	1,3-Dihydro-4-phenyl-1,5-benzodiazepin-2-one 1 was treated with bromine in 1:1 molar ratio to get the corresponding 3-bromo derivative 2 which in turn reacted with different nucleophiles to get the corresponding 3-substituted derivatives 3–11. The cyclized compounds 4a , 5a , 7a,b , and 9a–c were achieved on refluxing compounds 4, 5, 6a,b , or 8 a–c respectively in diphenyl ether. Compound 1 was benzoylated with benzoyl chloride to give the corresponding 1-benzoyl derivative 12 which reacted with bromine in 1:2 molar ratio to yield the corresponding 3,3-dibromo derivative 13. Spiro benzodiazepines 14a–d–16 were obtained by reacting compound 13 with the proper bidentates. Compound 1 was treated with formaldehyde and secondary amines or thiols to give Mannich bases or sulphides 17–21, respectively.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::6ae244e0c9743c5c303ef580d31da18a https://doi.org/10.1002/chin.200152159 Zobrazit plný text záznamu Plný text