78720-43-1Relevant academic research and scientific papers
STUDIES ON HETEROCYCLIC COMPOUNDS. XXXIV. SYNTHESIS OF 2-SUBSTITUTED AMINOBENZOXAZOLES WITH NICKEL PEROXIDE
Ocura, Haruo,Mineo, Satoshi,Nakagawa, Kunio
, p. 1518 - 1524 (2007/10/02)
Oxidation of N-methyl (or phenyl)-N'-(4-methylpyrid-2-yl)thiourea (Ia, b) with nickel peroxide (Ni-PO) under reflux in benzene or acetonitrile afforded the corresponding ureas (IIa, b).N-(2-Hydroxy-5-methylphenyl)-N'-methylthiourea (IVa) was synthesized by the reaction of 2-amino-4-methylphenol (III) and methyl isothiocyanate in benzene under reflux.Howevwer, the reaction of III and phenyl isothiocyanate in benzene under reflux did not afford the thiourea (IVb) but IVb was obtained in ethanol at room temperature.NiPO oxidation of thioureas (IVa-f) in acetonitrile at room temperature afforded 2-substituted aminobenzoxazoles (VIIa-f) in good yields.The reaction mechanisms of Ni-PO and thioureas (Ia, b and IVa-f) are discussed.Keywords: - N-substituted N'-(4-methylpyrid-2-yl)thioureas; N-substituted N'-(4-methylpyrid-2-yl)ureas; N-(2-hydroxyphenyl) N'-substituted thioureas; 2-substituted aminobenzoxazoles; nickel peroxide; oxidative cyclization; 2-mercaptobenzoxazole; isothiocyanates
REACTION OF SOME BENZOXAZOLINE-2-THIONE DERIVATIVES WITH AMINES
Davidkov, K.,Simov, D.
, p. 124 - 125 (2007/10/02)
Hydroxyphenylthioureas were obtained by the reaction of nitro, chloro, bromo, or amino derivatives of benzoxazoline-2-thiones with primary amines.If the substituent in the benzene ring is a nitro group, the reaction with certain secondary amines proceeds with the production of trisubstituted thioureas.It is shown that electron-acceptor substituents in the 5 and 6 positions of the benzene ring facilitate this reaction.
