An Efficient Palladium Catalyzed Synthesis of Non-Linear 6, 8 Diaryl Diazaphenothiazinone Derivatives

Ayuk, E.L. (2015) An Efficient Palladium Catalyzed Synthesis of Non-Linear 6, 8 Diaryl Diazaphenothiazinone Derivatives. International Journal of Advanced Research in Chemical Science (IJARCS), Vol.2 (10). pp. 64-71. ISSN 2349-0403

Text done-6,8-Dichlorophenothiazinones.pdf - Published Version Download (294kB)

Abstract

The synthesis of four new derivatives of 6,8-dichloro-10-amino-9,11-diazabenzo[a]phenothiazin-5one, is reported in this article. One of the key intermediates 2,6-diamino-4-chloropyrimidin-3-thiol was obtained via the thiocyanation of 2,6-diamino-4-chloropyrimidine in the presence of bromine and acetic acid at -5oC to give 2,6-diamino-4-chloro-3-thiocynatopyrimidine. This was then subjected to hydrolysis in the presence of 20% sodium hydroxide to furnish the intermediate. The condensation of 2,3-dichloro-1,4-naphthoquinone with 2,6-diamino-4-chloropyrimidin-3-thiol gave 6,8-dichloro-10-amino-9,11-diazabenzo[a]phenothiazin-5one. This azaphenothiazinone was coupled with four arylboronic acids in the presence of diphenyl phosphinobutane palladium chloride, Pd (dppb)2Cl (catalyst) and 1,4-bis-(2-hydroxy-3, 5-di-tert-butylbenzyl) piperazine (ligand) to furnish the four non-linear 6,8-diaryldiazaphenothiazine derivatives.

Item Type:	Article
Subjects:	Q Science > Q Science (General) Q Science > QD Chemistry S Agriculture > S Agriculture (General)
Divisions:	Faculty of Natural and Applied Sciences
Depositing User:	mr chinedu anthony
Date Deposited:	03 May 2018 20:31
Last Modified:	03 May 2018 21:00
URI:	http://eprints.gouni.edu.ng/id/eprint/7

Actions (login required)

View Item