ISSN print edition: 0366-6352
ISSN electronic edition: 1336-9075
Registr. No.: MK SR 9/7

Published monthly
 

Phthalide and 1,3-indandione. IV. The synthesis of new amino derivatives of 2-phenyl- and 2-(α-naphthyl)-1,3-indandiones

M. Furdík, P. Hrnčiar, and E. Poláková

Komenský University, Bratislava

 

Abstract: cf. C.A. 53, 3167f. The synthesis of new amino- and acetamido derivs. of benzylidenephthalide and of α-naphthalide, of 2-phenyl-and 2-naphthyl)-1,3-indandiones is described. The NH2 or H2NCO group is located on the benzene or naphthalene ring licin the 4'-position. By reduction with metallic Fe or FeSO4.7H2O of 4'-nitrobenzylidenephthalide or 4'-nitro-α-naphthalide, 4'-aminobenzylidenephthalide (I), m. 228-9° (K.ovrddot.ofler), and 4'-amino-α-naphthalide (II), m. 222-3°, were prepd. By reduction with Fe of 2-(4'-nitrophenyl)-1,3-indandione and of 2-(4'-nitro-α-naphthyl)-1,3-indandione or by alcoholate conversion of I and II with Na metal 2-(4'-aminophenyl)-1,3-indandione, m. 198°, and 2-(4'-amino-α-naphthyl)-1,3-indandione, m. 230°, were prepd. By acetylation of I and II, 4'-acetamidobenzylidenephthalide (III), m. 285.5-6.5°, and 4'-acetamido-α-naphthalide (IV), m. 282-2.5°, were prepd. By alcoholate conversion of III and IV with Na metal 2-(4'-acetamidophenyl)-1,3-indandione, m. 232°, and 2-(4-'acetamido-α-naphthyl)-1,3-indandione, m. 225°, were prepd. In agreement with theory there is a considerably higher speed of conversion with I than with 4'-nitrobenzylidenephthalide.

Full paper in Portable Document Format: 1211a642.pdf (in Slovak)

 

Chemical Papers 12 (11) 642–650 (1958)

Wednesday, May 22, 2024

IMPACT FACTOR 2021
2.146
SCImago Journal Rank 2021
0.365
SEARCH
Advanced
VOLUMES
European Symposium on Analytical Spectrometry ESAS 2022
© 2024 Chemical Papers