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Reactions with 2‐methyl‐ and 2‐styryl‐4‐thiochromones
Author(s) -
Zeid Ibrahim,
ElBary Hamed Abd,
Yassin Salah,
Zahran Magdy
Publication year - 1984
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198419840118
Subject(s) - thionyl chloride , chemistry , malononitrile , yield (engineering) , sulfur , medicinal chemistry , hydrogen chloride , organic chemistry , ethyl cyanoacetate , mercury (programming language) , chloride , catalysis , materials science , metallurgy , computer science , programming language
Diazoalkanes react with 2‐methyl‐ and 2‐styryl‐4‐thiochromones to yield the 1,3‐dithiolanes 1 and/or ethylenes 2 – 4 . The latter are cleaved with thionyl chloride to give the corresponding ketones, while on fusion with sulfur they afford the corresponding thioketones. By condensation with compounds containing active hydrogen, such as malononitrile and ethyl cyanoacetate, the 2‐methyl‐ and 2‐styryl‐4‐thiochromones yield the compounds 5 . Oxidation of 2‐methyl‐ and 2‐styryl‐4‐thiochromones was accomplished by yellow mercury(II) oxide as well as with tetrahalo‐ o ‐benzoquinones to give the corresponding ketones. The biological activity of some selected compounds prepared during this work has been tested towards Gram‐positive and Gram‐negative bacteria.