Bis-carbalkoxy:methyl-tri:oxo-tri:aza-cycloheptane derivs. prodn. - from N-carbonyl-glycine ester cpds. by reaction with e.g. glycine ester cpds.

摘要

In a process for the prodn. of 3,5-6B (carbalkoxymethyl)-1,3,5- triaza2,4,6-trioxo-cycloheptone derivs. of formula (I): (Where each R (some or different) is 1-4 Calkyl or 2-4 Calkenyl), an N-carbonyl-glycinester of the formula RO-CO-CH2-NCO is reacted with (A) a glycine ester H2N-CH2-COOR or mineral acid salt thereof in a molar ratio of l:5:1 to -:1 either in the melt 50-250 deg. C or in the presence of a polar aprotic solvent at 50-150 deg. C, or (B) an N,N1-carbonyl-diglycine diester ROO-CH2-NH-CO-NH-CH2-COOR (IV) in a molar ratio of 0.1:1 to 3:1 under the conditions specified under (A), or (C) water in a molar ratio of 2.5:1 to 5:1 in a polar aptotic solvent at 50-150 deg.C. Starting materials are advantageously prepd. in situ from X-CH2- COOR (where X is Cl, Br or I) and an alkali metal cyanate in the presence of an aprotic solvent and, optionally, of a secondary or tertiary amine as catalyst, in the presence of the further reactant (III), (IV) or water. (I) are useful as intermediates for plastics additives, pesticides and pharmaceuticals. They are also useful as lubricant additives and as stabilizers for acid-unstable or autoxidisable substances. The process yields isocyanurate-free products.