Adding a certain compound to certain chemical reactions, such as: 20870-79-5, name is 5-Nitroindolin-2-one, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 20870-79-5, Computed Properties of C8H6N2O3
To the mixture of 5-nitro-2-oxindole 2c (0.5g, 0.003mol) and zinc dust (0.91g, 0.014mol) in ethanol (5mL) 2mL of concentrated hydrochloric acid were rapidly added with intensive stirring. After 30min the reaction was terminated by addition of cold water (3mL). Then solid sodium bicarbonate was carefully added to the reaction mixture to adjust pH 8. Solvent was removed in vacuum and crude product was purified by filtering through silica gel pad (eluent MeOH:EtOAc 1:1). After eluent evaporation in vacuum the 5-amino-2-oxindole 2d was obtained as gray powder with yield 79% (0.35g) and used without additional purification. Mp (exp)=190-195C, mp lit34=212-214C). dH (400MHz, DMSO-d6): 3.31 (2H, s, CH2), 4.64, (1H, br s, NH2) 6.39 (1H, dd, J 8.1, 1.3, CHAr), 6.51 (1H, s, CHAr), 6.53 (1H, d, J 7.6, CHAr), 9.99 (1H, s, NH).
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Reference:
Article; Lozinskaya, Natalia A.; Babkov, Denis A.; Zaryanova, Ekaterina V.; Bezsonova, Elena N.; Efremov, Alexander M.; Tsymlyakov, Michael D.; Anikina, Lada V.; Zakharyascheva, Olga Yu.; Borisov, Alexander V.; Perfilova, Valentina N.; Tyurenkov, Ivan N.; Proskurnina, Marina V.; Spasov, Alexander A.; Bioorganic and Medicinal Chemistry; vol. 27; 9; (2019); p. 1804 – 1817;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem