By Naumov, Yu. I.; Magdeeva, R. K.
Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation) (1966), 39(1), 230-1. | Language: Russian.
Nitration of m-benzenedisulfonic acid according to Bennett and Willis (CA 23, 2427) to prep. 1-nitrobenzene-3,5-disulfonic acid proceeded too violently. The following method for the prepn. of the di-Na salt (I) of this acid, the starting material in the synthesis, was developed. To a mixt. of 89.8 ml. concd. H2SO4 and 111.3 ml. 48.8% oleum (a total of 4 g.-moles 100% H2SO4), 1.5 g.-moles benzene was added dropwise within 2 hrs. at 45° with refluxing and stirring. During 2 hrs. 154 ml. more oleum (3.5 g.-moles 100% H2SO4) was added at 75° and stirring was continued for 1 hr. at 90°. On spontaneous cooling of the mass to 30-35°, a 3:1 excess (with reference to C6H6) of HNO3 (d. 1.47) was added in 2-3.5 hrs. and the contents of the flask were very slowly brought to 60°. After the reaction mixt. had been kept for 1-2 hrs. at 60°, the temp. was raised to 125-130° and kept at this level for 3-8 hrs. while the mixt. was agitated. The mixt. was then poured on ice. HNO3 was blown out with air from the soln. at 30-40° until the color changed from green to light yellow. I was sepd. by treatment with NaOH and on drying at 100-110° recrystd. from aq. EtOH. The yield was 24% with reference to C6H6.
Pavel, I also wanted to thank you. And special thanks for providing the recipe form the Russian journal, which is not easy to get here. Kirill (Magdeburg DE)
- Badges
- Science topic