Triazines unsym. subst

Amino-1,3,5-triazines from cyanuric chloride—Unsym. subst. melamines s. 18,491... 

Unsym. subst. melamines can be prepared from cyanuric chloride by successive reaction with 3 different amines. The procedure is quite general. The intermediate monoamino derivatives are not isolated. The diamino derivatives, however, are insoluble in the reaction medium. They are isolated and, without purification, treated with the third amine in a different solvent system.— E 1 mole of di-n-propylamine followed by 1 mole of aq. NaOH added below 5° to a slurry of cyanuric chloride in water-acetone, stirred 1 hr. at 0°, then 1 mole of di-n-butylamine added followed by 1 mole of aq. NaOH without cooling, and kept 5-6 hrs. at 45-50 crude 2-di-n-propylamino-4-di-n-butyl-amino-6-chloro-s-triazine (Y ca. 100%) mixed with n-butanol, heated, 1 mole of dihexylamine added at 55-60° and 1 mole of aq. NaOH at 90-95° at such a rate that the mixture remains just alkaline to phenolphthalein, heating continued 3-4 hrs. at 90-95° -> N2-di-n-propyl-N -di-n-butyl-N -dihexylmelamine (Y 99%). F. e. s. J. R. Campbell and R. E. Hatton, J. Org. Chem. 26, 2786 (1961) 2-chloro-4,6-diamino-s-triazines s. N. N. Mel nikov et al., Khim. Prom. 1961, 703 C. A. 58, 526b. 

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