Reactions of 2-(N-Cyclohexyl)aminopyridine with Electrophiles

作者: Eva H. Mørkved

DOI: 10.1002/PRAC.19863280315

关键词:

摘要: 2-(N-Cyclohexyl)aminopyridine 1 was reported to form a 1,2-dihydropyridine derivative with carbonyl chloride [4]. This implies that the pyridine nitrogen of is stronger nucleophile than exocyclic nitrogen. Presently found react electrophiles, including chloride, derivatives at 1. proven by relating structures these compounds 2-(N-alkoxycarbonyl-N-cyclohexyl)aminopyridine 1-oxides 5. Compounds 5 were prepared two independent routes, thus proving structure 1H n.m.r. and 13C spectra also support assigned structures.

参考文章(5)
TAKUZO HISANO, TOSHIKAZU MATSUOKA, KAZUHIRO TSUTSUMI, KEIJI MURAOKA, MASATAKA ICHIKAWA, Reaction of Aromatic N-Oxides with Dipolarophiles. IV. Factors affecting the 1, 3-Cycloaddition of Pyridine 1-Oxide with Phenyl Isocyanates Chemical & Pharmaceutical Bulletin. ,vol. 29, pp. 3706- 3712 ,(1981) , 10.1248/CPB.29.3706
Eva H. Mørkved, On the Structure of Carbamoylated 2‐Phenylaminopyridines Journal Fur Praktische Chemie-chemiker-zeitung. ,vol. 328, pp. 393- 400 ,(1986) , 10.1002/PRAC.19863280314
F. W. BERGSTROM, H. G. STURZ, H. W. TRACY, The use of the fused eutectic of sodium amide and potassium amide in organic syntheses. Journal of Organic Chemistry. ,vol. 11, pp. 239- 246 ,(1946) , 10.1021/JO01173A005
Elliott Shaw, Jack Bernstein, Kathryn Losee, W. A. Lott, Analogs of Aspergillic Acid. IV. Substituted 2-Bromopyridine-N-oxides and Their Conversion to Cyclic Thiohydroxamic Acids1 Journal of the American Chemical Society. ,vol. 72, pp. 4362- 4364 ,(1950) , 10.1021/JA01166A008
Eva H. Mörkved, Marshall W. Cronyn, Synthesis of Some Derivatives of 4‐Dialkylamino‐2‐aminopyridine Journal Fur Praktische Chemie-chemiker-zeitung. ,vol. 322, pp. 343- 347 ,(1980) , 10.1002/PRAC.19803220223