133519-92-3Relevant academic research and scientific papers
An efficient microwave-assisted synthesis of 6,8-dihydroimidazo[1,2-a] [1,3,5] triazine derivatives
Matloobi, Mitra,Schramm, Hans Wolfgang
experimental part, p. 724 - 728 (2010/08/22)
(Chemical Equation Presented) A simple, efficient, and general method has been developed for the synthesis of various 4-substituted 2-amino-6,6-diphenyl- 8-aryl-6,8-dihydroimidazo[1,2-a] [1,3,5] triazine-7(4-H)ones 3a-3v. This involved condensation of 1-(5-oxo-4,4-diphenyl-1-aryl-4,5-dihydro-1H-imidazol-2- yl)guanidines 2a and 2b, themselves obtained from the reaction of aryl biguanides 1a/b with benzil, with the requisite carbonyl compounds. Both steps were performed using microwave heating in sealed vessels.
Reactions of Arylbiguanides with Benzoin at the pH of the Biguanide Bases
Schramm, H. W.,Belaj, F.
, p. 237 - 246 (2007/10/02)
Arylbiguanides 2 a-e react with benzoin (1) at the pH of the base to two different products. 1 undergoes in presence of the base 2 a-e oxidation to benzil and benzoic acid, which reacts fast with the arylbiguanides 2 a-e to yield N-benzamides 3 a-d.After lowering the pH of the reacion mixture, the bases 2 b-e react with benzil to yield 2-guanidine 4 b-e.The mechanism of the formation is discussed.The structure of 4b was established from a single crystal x-ray structure analysis.The analysis was carried out at 100 K: C23H21N5O, Mr=383.5, monoclinic, C 2/c, a=15.842(6), b=8.419(3), c=30.223(10) Angstroem, β=98.44(3) deg, V=3987.3(9) Angstroem3, Z=8, dx=1.277 g/cm3, μ=0.81 cm-1, R=5.89percent, Rw=4.97percent (1537 observations, 233 parameters).Keywords.Benzoin, reaction with arylbiguanides; Triazines (N-benzamide); Imidazoles (2-guanidine); Synthesis; NMR-data; X-ray analysis.
