BAYGUZINA et al.
1132
1379 independent observable reflections c I>2σ(I),
wR2 0.2270 for all independent reflections.
REFERENCES
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(Z)-N-(Adamantan-1-yl)-2-phenylacetamide (16).
Nauka, 1989.
Yield 92%, white crystals, mp 180–182°C (hexane-
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1
methylene chloride) (mp 182‒183°С [12]). Н NMR
spectrum, δ, ppm: 1.66 s (6Н, С4,6,10H2), 1.94 s (6H,
С2,8,9H2), 2.05 s (3H, С3,5,7H), 3.49 s (2H, CH2), 5.14
br.s (1H, NH), 7.26 d (2H2,6arom), 7.30 m (1H4arom),
7.34 m (2H3,5arom). 13С NMR spectrum, δ, ppm.: 29.40
(С3,5,7), 36.31 (С4,6,10), 41.48 (С2,8,9), 44.96 (СH2),
51.89 (С1), 127.08 (С4arom), 128.87 (С3,5arom), 129.29
(С2,6arom), 135.59 (С1arom), 170.02 (С=O). Mass
spectrum, m/z (Irel, %): 269 (5) [М]+, 137 (12), 135
(100), 108 (10), 94 (8), 93 (18), 92 (31), 91 (24), 79
(13), 67 (6).
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12. Plakhotnik, V.M., Kovtun, V.Yu., and Yashunskii, V.G.,
XRD data: C18H23NO. M 269.37, orthorhombic crystal
lattice, space group Pna21 (No. 33); unit cell parame-
ters a 9.5044(13), b 11.5649(14), c 14.1665(17) Å; V
1557.1(3) Å3, Z 4, μ(MoKα) 0.070 mm–1, dcalc 1.1490 g/cm3.
There were collected 2719 reflections including 1795
independent (Rint 0267) observable in the indices range
–7 ≤ h ≤ 11,–15 ≤ k ≤ 6, –10 ≤ l ≤ 19. The final values
of divergence factors are as follows: R1 0.0411 for
1302 independent observable reflections c I>2σ(I),
wR2 0.1349 for all independent reflections.
Zh. Org. Khim., 1982, vol. 18, p. 1001.
(Z)-N-(Adamantan-1-yl)-4-bromobenzamide (17).
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Rugg, K.W., and Donna Mamangun, D., Synth.
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Yield 40%, white crystals, mp 169–170°C (hexane-
1
methylene chloride). Н NMR spectrum, δ, ppm: 1.73
s (6Н, С4,6,10H2), 2.12 s (6H, С2,8,9H2), 2.12 s (3H,
С3,5,7H), 5.82 br.s (1H, NH), 7.52 d (1H3,5arom, J 7.0 Hz),
7.58 d (1H2,6arom, J 6.8 Hz). 13С NMR spectrum, δ,
ppm: 29.48 (С3,5,7), 36.34 (С4,6,10), 41.62 (С2,8,9), 52.49
(С1), 125.58 (С4arom), 128.40 (С2,6arom), 131.61 (С3,5arom),
134.88 (С1arom), 165.65 (С=O). Mass spectrum, m/z
(Irel, %): 333 (73) [М]+, 335 (75), 334 (43), 333 (73),
277 (99), 276 (100), 184 (54), 183 (55), 155 (18), 134
(15), 92 (21). Found, %: С 61.21; H 6.15; Br 23.69; N
4.02. C17H20BrNO. Calculated, %: C 61.07; H 6.03; Br
23.86; N 4.19.
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Chem., 2016, vol. 7, p. 1414.
ACKNOWLEDGMENTS
20. Callens, E., Burton, A.J., and Barrett, A.G.M.,
Tetrahedron Lett., 2006, vol. 47, p. 8699.
21. Firouzabadi, H., Iranpoor, N., and Khoshnood, A.,
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Structural studies were carried out at the “Agidel”
Center for Joint Use at the Institute of Petrochemistry
and Catalysis of the Russian Academy of
Sciences.
The work was financially supported by the Russian
Foundation for Basic Research (grant no. 17-43-
020561 p_a).
p. 4204.
23. Khusnutdinov, R.I., Shchadneva, N.A., Mayakova, Yu.Yu.,
Khisamova, L.F., and Dzhemilev, U.M., Russ. J. Org.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY Vol. 54 No. 8 2018