16120-22-2Relevant academic research and scientific papers
Reaction of Biguanides and Related Compounds. XV. Cyclizations of Arylbiguanides and 2-Guanidinobenzimidazole with Bifunctional Unsaturated Dicarboxylates to s-Triazines and Imidazolines
Furukawa, Mitsuru,Kawanabe, Kimimasa,Yoshimi, Atsuko,Okawara, Tadashi,Noguchi, Yoshihide
, p. 2473 - 2479 (2007/10/02)
Arylbiguanide (1) and 2-guanidinobenzimidazole (2) were reacted with diethyl azodicarboxylate (3) to give dihydro-s-triazine (6) and dihydrobenzimidazol-s-triazine (9), respectively.The reaction of 1 and 2 with dimethyl acetylenedicarboxylate (4) in alcohol provided the corresponding imidazolinylideneacetylguanidines (10 and 12), which were converted to alkyl imidazolidinylideneacetates (11 and 13) by alcoholysis.The compounds 10 and 12 underwent acid-catalyzed ring conversion to pyrimidine compounds (15 and 16).Keywords - arylbiguanide; guanidinobenzimidazole; diethyl azodicarboxylate; dimethyl acetylenedicarboxylate; s-triazine; imidazoline; cyclization; ring conversion
