Abstract
It is shown that the condensation of 2,3-dichloro-p-benzoquinone with N-alkyl(aryl)-β-aminocrotonic acid esters leads, depending on the conditions and the nature of the substituent attached to the nitrogen of the aminocrotonic ester, either to substituted dichlorohydroquinones or to 5-hydroxy-6,7-dichloroindole derivatives. The latter are oxidized by nitric acid to the corresponding o-quinones.
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A. N. Grinev, V. I. Shvedov, and A. P. Terent'ev, Zh. Obshch. Khim.,26, 1452 (1956).
A. N. Grinev, I. A. Zaitsev, V. I. Shvedov, and A. P. Terent'ev, Zh. Obshch. Khim.,28, 447 (1958).
V. I. Shvedov and A. N. Grinev, USSR Author's Certificate No. 167,497 (1963); Byull. Izobr., No. 2, 11 (1965).
V. I. Shvedov and A. N. Grinev, Zh. Organ. Khim.,1, 1125 (1965).
K. C. Brannock, R. D. Burpitt, H. E. Davis, H. S. Pridgen, and J. G. Thweatt, J. Org. Chem.,29, 2579 (1964).
A. N. Grinev, Pan Bon Khvar, V. N. Frosin, and A. P. Terent'ev, Zh. Obshch. Khim.,26, 561 (1965).
A. N. Grinev, Hun Shi-tsuen, and A. P. Terent'ev, Zh. Obshch. Khim.,32, 1951 (1962).
A. N. Grinev, G. M. Borodina, G. V. Yaroslavtseva, and L. M. Alekseeva, Khim. Geterotsikl. Soedin., 1634 (1970).
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See [8] for communication XLIX.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 335–338, March, 1971
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Grinev, A.N., Uretskaya, G.Y. & Liberman, S.F. Quinones. Chem Heterocycl Compd 7, 309–312 (1971). https://doi.org/10.1007/BF00944409
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DOI: https://doi.org/10.1007/BF00944409