1
568
KALITA, KIM
+
Mass spectrum, m/z (I , %): 189 (5) [M + 1] , 188
as solvent and tetramethylsilane as internal standard.
The IR spectra were recorded in KBr on a Shimadzu
IR Affinity-1S spectrometer with Fourier transform.
The melting points were measured with a PTP (M)
melting point apparatus.
rel
+·
+
(
[
[
1
(
(
39) [M] , 187 (34) [M – H] , 174 (11), 173 (100)
M – CH ] , 172 (7), 171 (15), 161 (6), 160 (3)
M – CO] , 159 (9) [M – CO – H] , 158 (3), 156 (4),
49 (3), 148 (10) [M – C H ] , 146 (4), 145 (4), 133
+
3
+
+
+
3 4
+
4), 132 (11) [M – CO – C H ] , 131 (9), 130 (3), 120
2 4
This study was performed under financial support
by the Government of the Russian Federation
+
+
5) [M – C H – CO] , 119 (9) [M – CO – H – C H ] ,
3
4
3
4
1
18 (5), 105 (4), 104 (5), 92 (3), 78 (5), 77 (6), 66 (3),
(
Resolution no. 211, March 16, 2013; contract
6
5 (5), 52 (3), 51 (5), 42 (4), 41 (21), 39 (13).
no. 02.A03.21.0011) and by the Ministry of Education
and Science of the Russian Federation (state assign-
ment no. 4.9665.2017/8.9).
2
-Allyloxy-4,6-dimethylpyridine-3-carbonitrile
12) was isolated in a mixture with 11. Oily liquid.
H NMR spectrum, δ, ppm: 2.41 s (3H, Me), 2.42 s
3H, Me), 4.90 t (1H, OCH , J = 1.51 Hz), 4.96 d.d
1H, OCH , J = 2.97, 1.78 Hz), 5.27 q.d (1H, =CH ,
J = 10.51, 1.39 Hz), 5.41 q.d (1H, =CH , J = 17.23,
.70 Hz), 6.07 t.d.d (1H, CH=, J = 17.21, 10.55,
.30 Hz), 6.98 s (1H, 5-H). Mass spectrum, m/z
I , %): 189 (7) [M + 1] , 188 (56) [M] , 187 (40)
(
1
REFERENCES
(
(
2
2
2
1
2
. Hull, R., J. Chem. Soc., 1951, p. 1136.
. Gudrinietse, E.Yu. and Rigerte, B.A., SU Patent
2
1
5
(
[
(
no. 521260, 1976; Ref. Zh., Khim., 1977, no. 21N220.
3. NIST 0.8 Mass Spectral Library, 2008.
+
+·
rel
+
+
4
. Rybakov, V.B., Bush, A.A., Babaev, E.V., and Asla-
nov, L.A., Acta Crystallogr., Sect. E, 2004, vol. 60,
p. 160. doi 10.1107/S1600536803029295
M – H] , 174 (11), 173 (100) [M – CH ] , 172 (6), 171
16), 162 (3), 161 (11), 160 (10) [M – CO] , 159 (48)
3
+
+
+
[
M – CO – H] , 156 (3), 149 (4), 148 (13) [M – C H ] ,
3 4
+
5. Guareschi, I., Chem. Zentralbl., 1899, vol. 70, no. 1,
1
1
[
(
(
46 (5), 145 (5), 133 (12), 132 (44) [M – CO – C H ] ,
2 4
31 (24), 130 (2), 120 (9) [M – C H – CO] , 119 (16)
M – CO – H – C H ] , 118 (5), 117 (3), 106 (3), 105
8), 104 (11), 92 (4), 91 (3), 79 (3), 78 (10), 77 (12), 76
3), 66 (4), 65 (6), 64 (3), 63 (3), 52 (5), 51 (8), 42 (6),
+
p. 289.
3
4
+
6. Kim, D.G. and Berdnikova, E.V., Vestn. Yuzhno-Ural.
Gos. Univ., Ser. Khim., 2012, vol. 24, p. 13.
3 4
7
. Kalita, E.V., Kim, D.G., Yeltsov, O.S., and Shtukina, T.S.,
Russ. J. Org. Chem., 2016, vol. 52, no. 8, p. 1148. doi
4
1 (39), 39 (19).
1
0.1134/S1070428016080091
The mass spectra (electron impact, 70 eV) were
8. Alberola, A., Calvo, L.A., Ortega, A.G., Ruíz, M.C.S.,
recorded on a Shimadzu GCMS-QP2010 instrument.
The H NMR spectra were measured on a Bruker
DRX-400 spectrometer at 400 MHz using DMSO-d6
and Yustos, P., J. Org. Chem., 1999, vol. 64, p. 9493.
9. Zonouzi, A., Izakian, Z., Abdi, K., and Ng, S.W., Helv.
Chim. Acta, 2016, vol. 99, no. 5, p. 355.
1
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY Vol. 54 No. 10 2018