4502. Glycosine
Nomenclature
CAS number: 6873-15-0
1-Methyl-2-(phenylmethyl)-4(1H)-quinazolinone; 2-benzyl-1-methylquinazol-4-one; arborine. C16H14N2O; mol wt 250.30.
C 76.78%, H 5.64%, N 11.19%, O 6.39%.
Description and references
Found in the toothbrush plant, Glycosmis pentaphylla (Retz.) Corr., and G. arborea Corr., Rutaceae. Isoln from dried, powdered leaves: Chatterjee, Majumdar, J. Am. Chem. Soc. 76, 2459 (1954). Identity of arborine and glycosine, structure: Chakravarti et al., Tetrahedron 16, 224 (1961). Synthesis: Pakrashi et al., Indian J. Chem. 6, 472 (1968); Ziegler et al., Monatsh. Chem. 100, 948 (1969); T. Kametani et al., Heterocycles 9, 1585 (1978).
Properties
Rhombohedral prisms from chloroform + ethyl acetate, mp 155-156°. uv max (ethanol): 231, 268, 277, 306 nm. Freely sol in chloroform, ethyl acetate, benzene, ethanol. Sparingly sol in ether.Derivative
Hydrochloride.C16H14N2O.HCl; mol wt 286.76.
C 67.01%, H 5.27%, N 9.77%, O 5.58%, Cl 12.36%.