s-TRIAZINE DERIVATIVES. 4. SOME PECULIARITIES OF THE REACTIONS OF DICARBETHOXYMETHYLENETRIAZINE DERIVATIVES

Article abstract of DOI:10.1007/BF00505700

2-(Carbethoxycyanomethylene)-4,6-dimethoxy-1,2-dihydro-s-triazine reacts with hydrochloric acid to give 2-(carbethoxycyanomethylene)-4,6-dioxohexahydro-s-triazine (I) and with boric acid to give a mixture of the first compound with 2-(carbethoxycyanomethylene)-4-oxo-6-methoxy-1,2,3,4-tetrahydro-s-triazine.The products of the reaction of 2,4,6-tris(dicarbethoxymethylene)hexahydro-s-triazine with aniline are 2-(dicarbanilidomethylene)-4-methyl-6-phenylamino-1,2-dihydro-s-triazine (43percent), N,N'-diphenylurea (18percent), and malonic acid dianilide (18percent).In aqueous dioxane in the presence of Al2O3 this compound is converted to 2,4-bis(dicarbethoxymethylene)-6-methyl-1,2,3,4-tetrahydro-s-triazine, which reacts with liquid ammonia to give 2-(dicarbethoxymethyl)-4-amino-6-methyl-s-triazine.