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Properties of substance:

5-methoxy-8-nitroquinoline



skc-file

Group of substances:

organic

Physical appearance:

pale yellow crystals

Empirical formula (Hill's system for organic substances):

C10H8N2O3

Melting point (°C):

117.5-118

Synthesis 1:

Reference: Tomisek, A., Graham, B., Griffith, A., Pease, C. S., & Christensen, B. E. Syntheses of Certain 8-Nitroquinolines / Journal of the American Chemical Society. - 1946. - Vol. 68, No. 8 pp. 1588 [doi: 10.1021/ja01212a063]


To a solution of sodium methoxide prepared from 11.5 g. (0.5 mole) of sodium in 1500 cc. of dry methanol was added 208 g. (0.427 mole) of 5-bromo-8-nitroquinoline. The mixture was refluxed gently for thirty minutes, then cooled and 72 g. of crude product (81 %) was removed by filtration. Further purification was accomplished readily by charcoal treatment of a hot toluene solution, followed by recrystallization from mixtures of di-isopropyl ether with either benzene or absolute alcohol. Pale yellow crystals, m. p. 117.5—118° were obtained.

References:

  1. Tomisek, A., Graham, B., Griffith, A., Pease, C. S., & Christensen, B. E. Syntheses of Certain 8-Nitroquinolines / Journal of the American Chemical Society. - 1946. - Vol. 68, No. 8. - pp. 1588 [DOI: 10.1021/ja01212a063]

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    © Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru