Preparation and properties of isomeric N-(4-substituted benzylidene)-4-ethynylanilines and 4-substituted N-(4-ethynylbenzylidene)anilines

Citation
H. Balcar et al., Preparation and properties of isomeric N-(4-substituted benzylidene)-4-ethynylanilines and 4-substituted N-(4-ethynylbenzylidene)anilines, COLL CZECH, 65(2), 2000, pp. 203-215
Citations number
20
Categorie Soggetti
Chemistry
Journal title
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS
ISSN journal
00100765 → ACNP
Volume
65
Issue
2
Year of publication
2000
Pages
203 - 215
Database
ISI
SICI code
0010-0765(200002)65:2<203:PAPOIN>2.0.ZU;2-G
Abstract
4-Substituted N-(4-ethynylbenzylidene)anilines (4-HC=C-C6H4-CH=N-C6H4-4-R; R = Me, t-Bu, OMe, F, Cl, Br, I, CF3 and NO2) have been prepared by condens ation of 4-ethynylbenzaldehyde with appropriate anilines under mild conditi ons in good yields. The products obtained were fully characterized by GC-MS , IR, NMR and UV-VIS spectroscopies and their properties were compared with a series of 4-ethynyl-N-(4-substituted benzylidene)anilines (4-HC=C-C6H4-N =CH-C6H4-4-R; R = H, Me, t-Bu, F, Br, NO2, CN, NMe2). The influence of subs tituent R on spectroscopic characteristics is discussed.