ChemicalBook CAS DataBase List 1,3,5-Triazine

1,3,5-Triazine synthesis

6synthesis methods

Product Name:1,3,5-Triazine
CAS Number:290-87-9
Molecular formula:C3H3N3
Molecular Weight:81.08

Symmetrical 1,3,5-triazines are prepared by trimerization of certain nitriles such as cyanogen chloride or cyanimide. Benzoguanamine (with one phenyl and 2 amino substituents) is synthesised from benzonitrile and dicyandiamide. In the Pinner triazine synthesis (named after Adolf Pinner) the reactants are an alkyl or aryl amidine and phosgene. Insertion of an N-H moiety into a hydrazide by a copper carbenoid, followed by treatment with ammonium chloride also gives the triazine core.
Amine-substituted triazines called Guanamines are prepared by the condensation of cyanoguanidine with the corresponding nitrile:
(H2N)2C=NCN + RCN → (CNH2)2(CR)N3

50-00-0 Synthesis

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74-89-5 Synthesis

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Yield:-

Reaction Conditions:

in water for 2 h;

Steps:

N-Methylidenemethylamine was prepared by mixing paraformaldehyde and an aqueous solution of methylamine (40%) with stirring at room temperature for a period of time of 2 hours. The reaction product was extracted with dichloromethane and dried. The reaction product was identified by ¹H NMR to be a cyclic trimer.

References:

Loctite (R&D) Limited US7569719, 2009, B1 Location in patent:Page/Page column 10

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