35687-41-3Relevant articles and documents
Preparation of 4-nitro-5-imidazolyl ethers and thioethers
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, (2008/06/13)
4-Nitro-5-imidazolyl ethers and thioethers of the formula I STR1 where R1 is alkyl, alkoxyalkyl, cycloalkyl, aryl, aralkyl or alkylaryl, R2 is hydrogen, alkyl, cycloalkyl, aryl, aralkyl or alkylaryl, R3 is alkyl, cycloalky
Nucleophilic Displacements of Imidazoles.I. Oxygen,Nitrogen and Carbon Nucleophiles
Kulkarni, Surendra,Grimmett, M. Ross,Hanton, Lyall R.,Simpson, Jim
, p. 1399 - 1413 (2007/10/02)
4(5)-Bromo- and -iodo-imidazoles, activated by an adjacent nitro substituent, undergo nucleophilic displacement with methoxide, phenoxide, cyclic secondary amines and cyanide.The regiochemistry of the reactions of 5-iodo-4-nitroimidazole with methoxide has been confirmed by spectroscopic and X-ray methods, and a number of erroneous structures from the literature have been revised.Some apparently anomalous reactions of methoxide with 5-halo-1,2-dimethyl-4-nitroimidazoles, and of cyanide with 4-halo-1-methyl-5-nitroimidazole have been noted.The crystal and molecular structure of 5-methoxy-1-methyl-4-nitroimidazole has been determined by direct methods.Crystals are monoclinic, P21/c, a 10.929(3), b 8.899(2), c 7.290(2) Angstroem; β 92.87(2) deg; Z 4.The structure was refined to R=0.095 for 818 reflections (I.2?I).