1
8
22
IGNAT’EV et al.
.05 s (2H, NH). Found, %: C 53.01; H 8.27; N 13.60.
REFERENCES
C H N O . Calculated, %: C 53.45; H 8.96; N 13.85.
1
8
36
4
6
1
. Kostromina, V.G., Arkhireev, V.P., Kuznetsov, E.V., and
Kharlamova, N.M., Izv. Vyssh. Uchebn. Zaved., Ser.
Khim. Khim. Tekhnol., 1975, vol. 18, no. 3. p. 449.
. Kuleshov, V.P., Arkhireev, V.P., and Teitel’baum, B.Ya.,
Vysokomol. Soedin., Ser. B., 1978, vol. 10, no. 20, p. 747.
. Ignat’ev, V.A., Bulanova, T.E., Kol’tsov, N.I.,
Gotlib, E.M., and Verezhnikov, L.V., Plast. Massy, 2003,
no. 7, p. 35.
. Ignat’ev, V.A., Kochanova, M.N., Akakeeva, A.A., and
Kol’tsov, N.I., Kauch. Rezina, 2012, no. 2, p. 16.
3
,3′-(Decane-1,10-diyl)bis[1,1-bis(2-hydroxy-
ethyl)urea] (3b). Yield 90%, mp 44–46°C, R 0.71. IR
f
–
1
spectrum, ν cm : 3285, 3210, 3065 (NH, OH),
920, 2810, 1467, 770–720 (CH ), 1620, 1580, 1265
CO, NH). H NMR spectrum, δ, ppm: 1.30 m
2
3
2
(
2
1
(
12H, CH ), 1.54 m (4H, CH ), 3.12 t (2H, CH ,
2
2
2
3
3
J = 6 Hz), 3.30 t (4H, CH N, J = 6 Hz), 4.05 m
2
(
6H, CH O, OH), 8.00 s (2H, NH). Found, %:
2
4
5
C 55.87; H 9.27; N 12.68. C H N O . Calculated, %:
2
0
40
4
6
C 55.54; H 9.31; N 12.95.
. Ignat’ev, V.A., Zakharova, A.A., and Kol’tsov, N.I., Vest.
Kazan. Tekhnol. Univ., 2013, no. 15, p. 52.
The IR spectra were recorded on an FSM 1202
1
spectrometer from thin films. The H NMR spectra
6. Smith, P.A.S., Organic Reactions, Adams, R., Ed., New
York: Wiley, 1946, vol. 3, p. 337.
were measured on a Bruker DRX500 spectrometer
(
500.13 MHz) from solutions in DMSO-d using tetra-
7. Gorbatenko, V.I., Zhuravlev, E.Z., and Samarai, L.I.,
Izotsianaty. Metody sinteza i fiziko-khimicheskie svoistva
alkil-, aril- i geterilizotsianatov (Isocyanates. Methods
of Synthesis and Physicochemical Properties of Alkyl,
Aryl, and Hetaryl Isocyanates), Kiev: Naukova Dumka,
6
methylsilane as internal reference. Analytical thin-
layer chromatography was performed on Sorbfil
PTSKh-P-V plates using ethanol–hexane (3 :1) as
eluent and iodine vapor as developer. The elemental
analyses were obtained on a Perkin Elmer 2400 CHN
analyzer.
1
987.
8
9
. Arkhireev, V.P., Kostromina, V.G., and Kuznetsov, E.V.,
Zh. Org. Khim., 1970, vol. 6, no. 10, p. 2033.
. Tietze, L.-F. and Eicher, T., Reaktionen und Synthesen
im organisch-chemischen Praktikum und Forschungs-
laboratorium, Stuttgart: Georg Thieme, 1991, 2nd ed.
This study was performed in the framework of
the base part of the state contract of the Ministry of
Education and Science of the Russian Federation.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY Vol. 51 No. 1 2015