70388-34-0Relevant academic research and scientific papers
PARTICIPATION IN THE FORMATION OF IODO UREAS FROM 3-BUTEN-1-OL DERIVATIVES. A REINVESTIGATION.
Kohn, H.,Bean, M. B.,Rohrscheidt, C. von,Willcott, M. R.,Warnhoff, E. W.
, p. 3195 - 3201 (1981)
Treatment of O-substitued derivatives of 3-buten-1-ol with silver cyanate and iodine, followed by ammonia, gave cyclic derivatives 5 and 6.These compounds were previously assigned the linear structures 3 and 4, respectively.Evidence in support of the proposed structural reassignment was obtained form high-field 1H and 13C NMR studies.Both 5 and 6 undergo loss of the ureido group upon treatment with water to give 9 and 10, and 12, respectively.Potential mechanism for the observed reactions are discussed.
