SYNTHESIS OF NEW FERROCENE DERIVATIVES
1171
Kou, K., Gant, T., Noe, M.C., Foster, B., Rastinejad, F.,
Marx, M.A., Schaeffer, T., Whalen, P.M., and Ro-
berts, W.G., Cancer Res., 2003, vol. 63, no. 21, p. 7301.
C20H12Cl4FeN2O4S2. Calculated, %: C 39.63; H 2.00;
Cl 23.40; Fe 9.21; N 4.62; S 10.58. М 606.09.
3-(4,5-Dichloroisothiazol-3-yl)[5]ferrocenophane-
1,5-dione (14). A dispersion of 0.2 g (0.74 mmol) of
diacetylferrocene 4 and 0.01 g (0.22 mmol) of KOH in
a mixture of 30 mL of isopropanol and 20 mL of DMF
was stirred for 5 min, then 0.14 g (0.76 mmol) of
dichloroisothiazolcarbaldehyde 13 was added. The
mixture was stirred for an additional 12 h, after which
4 drops of acetic acid were added and the reaction
mixture was poured into water. The precipitate was
filtered off and dried over calcium chloride. Yield 65%
(0.21 g), mp 207°C (decomp.). IR spectrum, ν, cm–1:
3110, 3086, 2921, 2853, 1663, 1651, 1509, 1466,
1435, 1398, 1380, 1342, 1284, 1239, 1105, 1092,
1062, 1039, 996, 912, 831, 547, 503. 1H NMR
spectrum, δ, ppm: 2.59 br.s (2H, CH2), 2.98 t (2H,
CH2, J = 11.6 Hz), 4.45–4.71 m (4HCp + CH), 4.84 br.s
4. Kulchitsky, V.A., Potkin, V.I., Zubenko, Yu.S., Cher-
nov, A.N., Talabaev, M.V., Demidchik, Yu.E., Pet-
kevich, S.K., Kazbanov, V.V., Gurinovich, T.A., Ro-
eva, M.O., Grigoriev, D.G., Kletskov, A.V., and
Kalunov, V.N., Med. Chem., 2012, vol. 8, no. 1, p. 22.
doi 10.2174/157340612799278298
5. Kletskov,A.V., Potkin, V.I., Dikusar, E.A., and Zolotar, R.M.,
Nat. Prod. Commun., 2017, vol. 12, no. 1, p. 105.
6. Potkin, V.I., Dikusar, E.A., Kletskov, A.V., Petkevich, S.K.,
Semenova, E.A., Kolesnik, I.A., Zvereva, T.D.,
Zhukovskaya, N.A., Rosentsveig, I.B., Levkovskaya, G.G.,
and Zolotar, R.M., Russ. J. Gen. Chem., 2016, vol. 86,
no. 2, p. 338. doi 10.1134/S1070363216020237
7. Belarus Patent 11593, 2008.
8. Li, W., Wei, T., Gao, Y., Xi, K., and Jia, X., Polymer,
2012, vol. 53, no. 6, p. 1236. doi 10.1016/
j.polymer.2012.01.052
9. Potkin, V.I., Petkevich, S.K., Kletskov, A.V., Dikusar, E.A.,
Zubenko, Yu.S., Zhukovskaya, N.A., Kazbanov, V.V.,
and Pashkevich, S.G., Russ. J. Org. Chem., 2013,
vol. 49, no. 10, p. 1523. doi 10.1134/S1070428013100205
10. Khan, M.S., Nigar, A., Bashir, M.A., and Akhter, Z.,
Synth. Commun., 2007, vol. 37, no. 3, p. 473. doi
10.1080/00397910601039218
13
(2HCp), 4.87 br.s (2HCp). C NMR spectrum, δC, ppm:
42.60 (CH), 69.44 (CH2), 71.96 (CH2), 73.98 (4CHCp),
74.66 (4CHCp), 82.00 (2CCp), 122.17, 148.10, 168.60
(3Ctert), 197.61 (2C=O). Found, %: C 49.51; H 3.18; Cl
16.60; Fe 12.68; N 3.32; S 7.47. C18H13Cl2FeNO2S.
Calculated, %: C 49.80; H 3.02; Cl 16.33; Fe 12.86; N
3.23; S 7.39. М 434.11.
11. Bumagin, N.A., Zelenkovskii, V.M., Kletskov, A.V.,
Petkevich, S.K., Dikusar, E.A., and Potkin, V.I., Russ. J.
Gen. Chem., 2016, vol. 86, no. 1, p. 68. doi 10.1134/
S1070363216010138
ACKNOWLEDGMENTS
This work was financially supported by the
Belarusian Republican Foundation for Basic Research
(grant no. X15M-029).
12. Shul’gin, G.B. and Rybinskaya, M.I., Russ. Chem. Rev.,
1974, vol. 43, no. 9, p. 716.
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