630 Letters in Organic Chemistry, 2011, Vol. 8, No. 9
Konstantinov et al.
(Table 1). Contd…..
Aniline 1
Structure
Yield of 3, %
Aniline 1
y
Structure
Yield of 3, %
H2N
O
H2N
l
27
51
67
Cl
Cl
H2N
O
H2N
m
50
z
O
[3]
[4]
Chojnacka-Wojcik, E.; Klodzinska, A.; Drabazynska, A.;
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N
NH2
N
H2N
B.
Novel
Benzothiazolin-2-one
and
Benzoxazin-3-one
Arylpiperazine Derivatives with Mixed 5HT1A/D2 Affinity as
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NH2
NH2
NH2
N
[5]
[6]
N
N
N
F
O
N
H2N
N
[7]
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K.
Synthesis
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3,4-dihydro-6-[4-(3,4-
N
N
O
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NH2
NH2
H2N
[8]
[9]
O
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1
Characterization data for selected compounds: 3b – H NMR (300
MHz, d6-DMSO) ꢀ 7.22 (br s, NH + bound H2O), 6.81 (s, 2H), 6.67
(s, 1H), 3.49 (m, 4H), 3.28 (m, 4H), 2.22 (s, 6H); 13C NMR (75
MHz, d6-DMSO) ꢀ 147.8, 138.5, 124.3, 115.3, 46.9, 41.8, 21.1; LC
ACKNOWLEDGEMENTS
This research was supported by the Federal Agency for
Science and Innovation (Russian Federation Government
Contract 02.740.11.0092).
1
MS [M+H+] m/z 191.4; 3i - H NMR (300 MHz, d6-DMSO) ꢀ 9.60
(br s, NH + bound H2O), 7.13 (t, J = 7.4 Hz, 1H), 6.68 (d, J = 7.4
Hz, 1H), 6.75-6.80 (m, 2H), 3.36 (m, 4H), 3.15 (m, 4H), 2.54 (q, J
= 7.6 Hz, 2H), 1.14 (t, J = 7.6 Hz, 3H); 13C NMR (75 MHz, d6-
DMSO) ꢀ 150.1, 144.6, 128.9, 119.5, 115.6, 113.4, 45.4, 42.4,
28.4, 15.6; LC MS [M+H+] m/z 191.2; 3o - 1H NMR (300 MHz, d6-
DMSO) ꢀ 9.68 (br s, NH + bound H2O), 7.21 (d, J = 6.5 Hz, 2H),
7.06 (d, J = 6.5 Hz, 2H), 3.41 (m, 4H), 3.16 (m, 4H); 13C NMR (75
MHz, d6-DMSO) ꢀ 1148.9, 141.4, 121.9, 120.2 (q, JC-F = 190.2
Hz), 117.1, 45.4, 42.3; LC MS [M+H+] m/z 247.2.
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