SYNTHESIS OF NOVEL RESTRICTED DIAMINES - 2-(1-AMINOCYCLOALKAN-1-YL)ETHYLAMINES

Authors
SUZUKI T IMANISHI N ITAHANA H WATANUKI S OHTA M MASE T
Citation
T. Suzuki et al., SYNTHESIS OF NOVEL RESTRICTED DIAMINES - 2-(1-AMINOCYCLOALKAN-1-YL)ETHYLAMINES, Synthetic communications, 28(4), 1998, pp. 701-712
Citations number
6
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
28
Issue
4
Year of publication
1998
Pages
701 - 712
Database
ISI
SICI code
0039-7911(1998)28:4<701:SONRD->2.0.ZU;2-X
Abstract
Novel restricted diamines, 2-(1-aminocycloalkan-1-yl)ethylamines 1, we re prepared by using Michael addition of ethyl cyclohexylideneacetate 2 and cycloalkylideneacetonitriles 7 with amines. In Michael addition, ester 2 needed high reaction temperature and gave several products, w hereas 7 reacted smoothly and gave 2-(1-amino-1-cyclohexyl)acetonitril es 8 in good yield (NH3 85%, MeNH2 89%, EtNH2 80%) and were easily con verted to diamines 1.