39139-76-9Relevant articles and documents
A simple and effective procedure for the N-permethylation of amino-substituted naphthalenes
Sorokin, Vladimir I.,Ozeryanskii, Valery A.,Pozharskii, Alexander F.
, p. 496 - 498 (2007/10/03)
A wide range of amino-substituted naphthalenes can be N-permethylated by the system Me2SO4/Na2CO3/ H2O(alcohols) with good to excellent yields. Steric hindrance does not prevent the reaction. Some amines with electron-withdrawing groups, especially at nonconjugated positions, are also alkylated. The procedure allows the combination of a reduction (catalytic or by tin dichloride in acidic media) and a methylation in a one-pot process. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).
peri-NAPHTHYLENEDIAMINES. VI. NITRATION OF 1,8-BIS(DIALKYLAMINO)NAPHTHALENES
Kurasov, L. A.,Pozharskii, A. F.,Kuz'menko, V. V.,Klyuev, N. A.,Chernyshev, A. I.,et al.
, p. 520 - 525 (2007/10/02)
1,8-Bis(dialkylamino)naphthalenes are nitrated by an equimolar amount of nitric acid in sulfuric acid to the para-mononitro derivatives.Nitration of 1,8-bis(dimethylamino)naphthalene cannot be stopped at the formation of the di- and trinitro derivatives, but in the case of 1,8-bis(diethylamino)naphthalene a nitrating mixture makes it possible to realize dinitration.In acetic acid 1,8-bis(dimethylamino)naphthalene is nitrated at once to the 2,4,5,7-tetranitro derivative, while 1,8-bis(diethylamino)naphthalene is converted into a mixture of trinitration and tetranitration products.The unique course of nitration in 1,8-bis(dialkylamino)naphthalenes is due to the basicity of the initial and intermediately formed compounds and also to the reaction medium.