Novel Reaction of N,N'-Bisarylmethanediamines with Formaldehyde. Synthesis of Some New 1,3,5-Triaryl-1,3,5-hexahydrotriazines

Molecules

Mehdi Ghandi¹  Farshid Salimi² 

[1] id="af1-molecules-11-00556">School of Chemistry, University College of Science, University of Tehran, Tehran, Ir

关键词: N;    -Bisarylmethanediamines"'>N'-Bisarylmethanediamines;    dimethylenetriamine;    1;    3;    5-hexahydro-triazines;   

DOI  :  10.3390/11070556

来源: mdpi

【 摘 要 】

The acid-catalyzed cyclocondensation of N,N'-bisaryl (aryl = 2-pyrimidinyl, 2-pyrazinyl and 4-nitrophenyl) methanediamines 5a-c with aqueous formaldehyde in refluxing acetonitrile leads to the formation of the corresponding 1,3,5-triaryl-1,3,5-hexa-hydrotriazines 6a-c. The stoichiometric reactions of 2-aminopyrimidine and 2-amino-pyrazine with aqueous formaldehyde in acetonitrile under reflux conditions also afforded 6a and 6b, respectively. Treatment of 2-aminopyrimidine with aqueous formaldehyde in a 3:2 ratio yielded N,N',N"-tris(2-pyrimidinyl)dimethylenetriamine (7a) as a sole product, which upon subsequent reaction with formaldehyde also afforded 6a. The reaction of N,N'-biphenylmethanediamine with formaldehyde was also investigated.

【 授权许可】

Unknown   
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