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Facile synthesis of multi‐functional 1,3,4‐thiadiazine derivatives bearing phthalazine, pyridazine, and pyrido‐pyridazine moieties.
Document Type
Article
Source
Journal of the Chinese Chemical Society. Feb2019, Vol. 66 Issue 2, p231-237. 7p.
Subject
*PHTHALAZINE
*SULFONAMIDES
*ANHYDRIDES
*ACETIC acid
*CHROMATOGRAPHIC analysis
Language
ISSN
0009-4536
Abstract
A series of novel, multifunctional 1,3,4‐thiadiazine derivatives bearing phthalazines, pyridazines and pyrido‐pyridazines (9–13) have been synthesized via the multicomponent reaction of (3‐(2‐bromo‐2‐[2‐chloropyrimidin‐4‐yl]acetyl)‐2‐chlorophenyl)‐2,6‐dichloro benzene‐sulfonamide with thiocarbohydrazide and various anhydrides. The reactions were performed by refluxing the components in mixed ethanol/acetic acid to afford the corresponding products in good to excellent yields. All the synthesized compounds were characterized by analytical and spectral studies. The developed method features short reaction time, simple work‐up without chromatographic separation, and a broad range of substrate applicability. A series of novel multi‐functional 1,3,4‐thiadiazine derivatives bearing phthalazines, pyridazines, and pyrido‐pyridazines (9–13) were synthesized via the multicomponent reaction of (3‐(2‐bromo‐2‐[2‐chloropyrimidin‐4‐yl]acetyl)‐2‐chlorophenyl)‐2,6‐dichloro benzene‐sulfonamide with thiocarbohydrazide and various anhydrides. The reactions were performed by refluxing the components in mixed ethanol/acetic acid to afford the corresponding products in good to excellent yields. [ABSTRACT FROM AUTHOR]