Aromatic condensation compounds useful as optically active build

Details Aromatic condensation compounds useful as optically active build Aromatic condensation compounds useful as optically active build

1998-02-27

1999-10-26

Kight, John

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D47102

Patent

active

059731516

ABSTRACT:
Disclosed are aromatic condensation compounds useful as building blocks for construction of various types of optically active substances and reagent, wherein the aromatic condensation compounds are represented by general formula (1) below and capable of forming enantiomeric isomers. In the formula, two Rs are the same or different functional groups and selected from among linear, branched and cyclic hydrocarbon groups of 1-16 carbon atoms, either of which R may be hydrogen. A portion of the aromatic nucleus may be reduced, or at least one of the two nitrogen atoms may be quaternary. The aromatic condensation compounds can be produced by heating and reacting N,N'-diphenyl-p-phenylenediamine with a carboxylic acid represented by the general formula --RCOOH in an amount of at least 2 molar equivalents with respect to the diamine, at 180-210.degree. C. in the presence of a Lewis acid such as zinc chloride. ##STR1##

REFERENCES:
D. Hellwinkel et al.: "Eine allgemeine Synthesemethode fur", Dibenso [b,j][x,z]phenanthroline mit x,z=1,7;4,7 and 1,10 . Liebigs Annalen Der Chemie., 1985, Weinheim De. pp. 1501-1507, XP002067630.
W. Borsche et al.: Ober viekernige kondensierte Systeme mit heterocyclischen Ringen. XIII Justus Leibigs Annalen Der Chemie., vol. 550, 1942, Weinheim De, pp. 160-165, XP002067631.
G.M. Badger et al.: "Polynuclear heterocyclic systems. Part V. 5:8-Diazapentaphene."Journal of the Chemical Society., 1952, Letchworth GB, pp. 1874-1877, XP002067632.

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