PERI-NAPHTHYLENEDIAMINES .19. ACID-CATALYZED TRANSFORMATIONS OF 4,5-BIS(DIALKYLAMINO)-1-HYDROXYMETHYLNAPHTHALENES

Authors
VISTOROBSKII NV VINOGRADOVA OV POZHARSKII AF
Citation
Nv. Vistorobskii et al., PERI-NAPHTHYLENEDIAMINES .19. ACID-CATALYZED TRANSFORMATIONS OF 4,5-BIS(DIALKYLAMINO)-1-HYDROXYMETHYLNAPHTHALENES, Russian chemical bulletin, 46(2), 1997, pp. 334-336
Citations number
8
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
46
Issue
2
Year of publication
1997
Pages
334 - 336
Database
ISI
SICI code
1066-5285(1997)46:2<334:P.ATO4>2.0.ZU;2-4
Abstract
The action of concentrated HCl on 4,5-bis(diethylamino)-1-hydroxymethy lnaphthalene resulted in its cyclodimerization of the ''head-to-head'' type to form a spiro-compound, but, unlike its 4,5-bis(dimethylamino) -analog, cyclodimerization products did not occur on Al2O3 The transfo rmation of 4,5-bis(dimethylamino)-1-hydroxymethylnaphthalene on Al2O3 TiO2, and SiO2 afforded the previously unknown di[4,5-bis(dimethylamin o)naphthyl-4]methane, a spiro-compound of the ''head-to-tail'' type. 4 ,5-Bis(diethylamino)-1-hydraxymethylnaphthalene and 4,5-bis(diethylami no)naphthalene-1-carbaldehyde were synthesized.