Abstract
A one-pot synthesis of papaverine hydrochloride with 99.6% purity was performed using xylene as solvent for the entire process. The critical parameters of each step, as well as the impurities generated, were identified. The overall yield was improved to 63%. The proposed synthetic procedure is suitable for industrial production.
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REFERENCES
Leslie, A., Mulinos, M.G., and Scott Jr, W.S., Proc. Soc. Exp. Biol. Med., 1940, vol. 44, p. 625. https://doi.org/10.3181/00379727-44-11550
Galat, A., J. Am. Chem. Soc., 1951, vol. 73, p. 3654. https://doi.org/10.1021/ja01152a027
Kadam, H.K. and Tilve, S., Arkivoc, 2018, vol. 2018, part (iii), p. 184. https://doi.org/10.24820/ark.5550190.p010.433
Yu, R., Zhou, Y., Huan, Y., Liu, Q., Shen, Z., Liu, Z., Yaoxue Xuebao, 2011, vol. 46, p. 311.
Ivanova, B. and Spiteller, M., Nat. Prod. Commun., 2012, vol. 7, p. 581. https://doi.org/10.1177/1934578x1200700508
Yamamoto, Y., Tabuchi, Y., Baba, A., Hideshima, K., Nakano, M., Miyawaki, A., and Tomioka, K., Heterocycles, 2014, vol. 88, p. 1311. https://doi.org/10.3987/COM-13-S(S)101
Kakhki, S., Shahosseini, S., and Zarghi, A., Iran. J. Pharm. Res., 2014, vol. 13 (suppl.), p. 71.
Zhang, K., Zhang, J., Guo, W., Zhu, H., and Guo, Z., CN Patent no. 105541714A, 2016.
Minachev, Kh.M., Kharlamov, V.V., and Ryashentseva, M.A., Bull. Acad. Sci. USSR, Div. Chem. Sci., 1988, vol. 37, p. 2405. https://doi.org/10.1007/BF00952605
Stermitz, F.R., Pua, R., and Vyas, H., J. Chem. Soc., Chem. Commun., 1967, no. 7, p. 326. https://doi.org/10.1039/c1967000326a
Solodukhina, L.A. and Abrosimova, L.A., RU Patent no. 2647583C2, 2018.
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We thank the Engineering Research Center for the Improvement & Industrialization of Pharmaceutical Processes for financial support.
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Yu, WS., Wu, ZN., Qiu, ZF. et al. One-Pot Synthesis of Papaverine Hydrochloride and Identification of Impurities. Russ J Org Chem 56, 1295–1299 (2020). https://doi.org/10.1134/S1070428020070258
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DOI: https://doi.org/10.1134/S1070428020070258