- An Excellent Method for the Mild and Safe Oxidation of N-Heteroaromatic Compounds and Tertiary Amines
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Selective, mild and safe N-oxidation of N-heteroaromatic compounds and tertiary amines affording high product yields was achieved by using the H2O2-urea/phthalic anhydride system. Key Words: N-Oxidation / Hydrogen peroxide / Urea / Phthalic anhydride
- Kaczmarek, Lukasz,Balicki, Roman,Nantka-Namirski, Pawel
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p. 1965 - 1966
(2007/10/02)
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- ELUCIDATION OF THE REACTION PATH FOR THE NITROSATION OF 2- AND 4-METHYLPYRIDINE 1-OXIDES WITH ALKYL NITRITE IN LIQUID AMMONIA
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The reaction path for the nitrosation of 2- and 4-methylpyridine 1-oxides with alkyl nitrite in the presence of NaNH2 in liquid NH3 was elucidated experimentally, and theoretically by the use of a semiempirical molecular orbital method (PM3 method).In the case of the nitrosation of 4-methylpyridine 1-oxide at room temperature, only 4-pyridinecarboxamide 1-oxide was obtained, while at -33 deg C a thermodynamically unstable aldoxime, (Z)-4-pyridinecarbaldehyde 1-oxide oxime, which was easily transformed into E-form by heating, was obtained.On the other hand, the nitrosation of 2-methylpyridine 1-oxide gave only a thermodynamically stable aldoxime, (E)-2-pyridinecarbaldehyde 1-oxide oxime, both at room temperature and at -33 deg C.These results were reasonably explained by PM3 method.
- Tagawa, Yoshinobu,Togashi, Hideo,Goto, Yoshinobu
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p. 327 - 336
(2007/10/02)
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