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Phthalides and 1,3-indandione. XI. Preparation and anticoagulation effect of 2-(halophenyl)-1,3-indandiones

P. Hrnčiar and V. Kovalčík

Komensky University, Bratislava

Abstract: By the condensation of phthalic anhydride with halophenylacetic acids via the corresponding halobenzalphthalide, the following 2-(monohalophenyl)-1,3-indandiones were prepd. (halogen given): o-F, m-F, p-F, o-Cl, m-Cl, p-Cl, o-Br, m-Br, p-Br, o-I, m-I and p-I (m. 149-51°, 159-60°, 121-2°, 184-6°, 149-51° 144-6°, 180-2°, 165-8°, 139-40°, 162-5°, 176-8°, and 142-4°, resp.) Chloro and bromo derivs. were also prepd. by the condensation of the phthalide with halobenzaldehydes but in lower yield. In their hypoprothrombinemic effect the most active was the p-bromo analog. The m-halo derivs. were without effect, except for the 2-fluoro analog.

Full paper in Portable Document Format: 163a200.pdf (in Slovak)

Chemical Papers 16 (3) 200–205 (1962)