79645-05-9Relevant academic research and scientific papers
Synthesis of Novel N-Nitrosothioureas and Examination of Their Mechanisms of Formation by High-Field Nitrogen-15 and Carbon-13 Nuclear Magnetic Resonance Spectra of Specifically Labeled Compounds
Lown, J. William,Chauhan, Shive M. S.
, p. 507 - 512 (2007/10/02)
An examination by 15N NMR of Na15NO2 under various conditions of acidity led to the identification of several electrophilic nitrogen species.This permitted the selection of reaction conditions of low acidity which favor nitrosation at the nitrogen atom of thioureas rather than on the normally more reactive sulfur, leading to the isolation of novel N-nitrosothioureas.In contrast it was shown by employing 15N and 13C labeling that higher acidity conditions favor reaction via a detectable thionitrosyl intermediate.
Synthesis of Nitrosothioureas. 15N N.M.R. Evidence for the Formation of Thionitrosyl Compounds in the Nitrosation of Thioureas
Lown, J. William,Chauhan, Shive M. S.
, p. 675 - 676 (2007/10/02)
Nitrosothioureas may be prepared by treatment of thioureas with NaNO2 in 0.1 N HCl at -5 deg C by direct N-nitrosation whereas 15N n.m.r. studies at -10 deg C which employed specifically 15N-enriched compounds revealed the intermediacy of a thionitrosyl compound under more acidic conditions which gave the urea by hydrolysis.
