Synthesis and Biological Activities of 3-Carboxy-7-Methoxy-1-Tetralone Derivatives: Part-I

Abstract

The acid chloride of 3-carboxy-7-methoxy-1-tetralone (I) was condensed
with various benzhydrazides to yield substituted oxadiazoles via
dioxobutane derivatives. I, when reacted with aromatic aldehydes produced
the corresponding benzylidene derivatives. Treatment of I with
thionyl chloride. phosphorus oxychloride and primary amine gave the
corresponding 3-anilide derivatives. Treatment of II with hydrazine
hydrate produced 3-hydrazocarbonyl-7-methoxy-1-tetralone VII. VII
with acylating reagents viz., acetyl chloride, gave 3-N-(β-monoacetyl)
hydrazocarbonyl-7-rnethoxy-1-tetralone. Synthesis of substituted imidazolines
from the condensation of VII and substituted oxazolinones.
Synthesis of substituted quinazolin-4(3H)-ones from the condensation
of VII and substituted benzoxazones. Condensation of VII with aldehydes
gave the corresponding 3-arylidene hydrazocarbonyl-7-methoxyl-
1-tetralone. Treatment of VII with potassium thiocyanate in dilute
hydrochloric acid gave thiosemicarbazide derivative.