Preparation of tris-substituted alkoxycarbonylamino-1,3,5-triazi

Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system

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544197, C07D25170

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active

061214469

ABSTRACT:
The present invention relates to a method for preparing tris-substituted alkoxycarbonylamino-1,3,5-triazine compounds, which involves reacting a amino-1,3,5-triazine compound such as melamine, for example, in the presence of excess amounts of carbon monoxide and an alcohol, a sub-stoichiometric amount of a base, a catalyst system that includes a catalytic amount of a primary catalyst of a group VIII metal or metal salt, and a sub-stoichiometric amount of a co-catalyst of a group I-B or lanthanide series metal or metal salt. The reaction is conducted at a temperature, pressure and length of time sufficient to form a tris-substituted alkoxycarbonylamino-1,3,5-triazine compound in a yield of at least about 5 percent, with improved yields of more than 40 percent being conveniently obtained.

REFERENCES:
patent: 3405156 (1968-10-01), Stern et al.
patent: 3641092 (1972-02-01), Henry et al.
patent: 4694097 (1987-09-01), Alper et al.
patent: 4939213 (1990-07-01), Jacobs, III et al.
patent: 5084541 (1992-01-01), Jacobs, III et al.
patent: 5194660 (1993-03-01), Leung et al.
patent: 5288865 (1994-02-01), Gupta
patent: 5556971 (1996-09-01), Bay et al.
patent: 5705641 (1998-01-01), Flood et al.
patent: 5792866 (1998-08-01), Flood et al.
E.M. Smolin et al., "S-Triazines and Derivatives," Interscience Publishers, Inc., New York, p. 333 (1959).
H. Alper et al., "An Exceptionally Mild, Catalytic Homogeneous Method for the Conversion of Amines into Carbamate Esters," J. Chem. Soc., Chem. Commun., pp. 1141-1142 (1985).
S. Murahashi et al., "Palladium-catalysed Cross Double Carbonylation of Amines and Alcohols: Synthesis of Oxamates," J. Chem. Soc., Chem. Commun., pp. 125-127 (1987).
Y. Tamaru et al., "Stereoselective Intramolecular Aminocarbonylation of 3-Hydroxypent-4-enylamides Catalyzed by Palladium," Tetrahedron Letters, vol. 265, No. 37, pp. 4479-4482 (1985).
P. Giannoccaro, "Palladium-catalysed N,N'-disubstituted urea synthesis by oxidative carbonylation of amines under CO and O.sub.2 at atmospheric pressure," Journal of Organometallic Chemistry, vol. 336, pp. 271-278 (1987).
H. Alper et al., "Conversion of Primary Amines to Carbamate Esters Using Palladium Chloride and Di-tert-butyl Peroxide. Double Carbonylation of Secondary Amines," Organometallics, vol. 6, pp. 2391-2393 (1987).
V.A. Golodov et al., "Oxidative Carbonylation Catalyzed by Transition Metal Complexes", Fundam. Res. Homog. Catal., 3, pp. 239-256 (1979).

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