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2
.4 Selected spectral data
N-Benzyl-N-p-tolylcyanamide (2a): M.p. 63-64 ᵒC; FT-IR (KBr): a characteristic peak of –CN at 2222
−
1 1
cm ; H NMR (300 MHz, CDCl
3
): δ
H
= 7.39-7.32 (m, 5H), 7.20 (d, J = 8.9 Hz, 2H), 7.10 (d, J = 8.9 Hz, 2H),
1
3
4
1
1
.92 (s, 2H), 2.24 (m, 3H); C NMR (75 MHz, CDCl ): δ = 137.6, 135.6, 133.1, 130.6, 129.2, 128.6, 128.2,
3
C
16.4, 114.4, 52.5, 20.6; Anal. Calcd for C15
14 2
H N : C, 81.05; H, 6.35; N, 12.60. Found: C, 81.16; H, 6.48; N,
2.47.3.
N-benzyl-N-(4-methoxyphenyl)cyanamide (2b): M.p. 70-71 ᵒC; FT-IR (KBr): a characteristic peak of –
-
1 1
CN at 2214 cm ; H NMR (300 MHz, CDCl ): δ = 7.40-7.25 (m, 5H), 7.16 (d, J = 8.9 Hz, 2H), 6.96 (d, J = 8.9
3
H
1
3
Hz, 2H), 4.87 (s, 2H), 3.71 (s, 3H); C NMR (75 MHz, CDCl ): δ = 156.2, 135.7, 133.2, 129.2, 128.6, 128.4,
3
C
1
6
18.5, 115.4, 114.9, 55.8, 53.3; Anal. Calcd for C H N O: C, 75.61; H, 5.92; N, 11.76. Found: C, 75.73; H,
15 14 2
.04; N, 11.84.
N-benzyl-N-(2-chlorophenyl)cyanamide (2c): M.p. 56-58 ᵒC; FT-IR (KBr): a characteristic peak of –CN
-
1 1
at 2214 cm ; H NMR (400 MHz, CDCl ): δ = 7.50-7.47 (m, 1H), 7.40-7.34 (m,5H), 7.29-7.23 (m, 3H), 4.66
3
H
1
3
(
s, 2H); C NMR (100 MHz, CDCl
3
): δ
C
= 137.3, 133.9, 131.1, 130.5, 129.0, 128.94, 128.93, 128.91, 128.0,
1
1
27.3, 115.1, 58.0; Anal. Calcd for C H ClN : C, 69.28; H, 4.57; N, 11.54. Found: C, 69.35; H, 4.66; N,
14
11
2
1.48.
N-benzyl-N-(4-chlorophenyl)cyanamide (2d): M.p. 72-74 °C, FT-IR (KBr) a characteristic peak of –CN
-
1
1
13
at 2218 cm ; H NMR (300 MHz, DMSO-d
6 H
) δ = 7.45-7.21 (m, 9H), 4.94 (s, 2H); C NMR (75 MHz,
DMSO-d ): δ = 139.1, 135.1, 130.0, 129.3, 128.8, 128.3, 127.9, 118.1, 113.6, 52.6. Anal. Calcd for
6
C
C
14
H
11
N
2
Cl: C, 69.28; H, 4.57; N, 11.54. Found: C, 69.32; H, 4.62; N, 11.49.
N-benzyl-N-(2,5-dichlorophenyl)cyanamide (2e): M.p. 80-82 ᵒC; FT-IR (KBr): a characteristic peak of –
-
1
1
13
3 H
CN at 2212 cm ; H NMR (400 MHz, CDCl ): δ = 7.44-7.35 (m, 6H), 7.27-7.24 (m, 2H), 4.66 (s, 2H); C
NMR (100 MHz, CDCl ): δ = 138.2, 133.5, 133.4, 131.9, 129.2, 129.1, 129.0, 128.9, 128.7, 127.0, 114.3,
3
C
5
8.0; Anal. Calcd for C14
H
2 2
10Cl N : C, 60.67; H, 3.64; N, 10.11. Found: C, 60.73; H, 3.78; N, 10.03.
N-benzyl-N-(2,4-dichlorophenyl)cyanamide (2f): M.p. 120-121 ᵒC; FT-IR (KBr): a characteristic peak
-
1 1
of –CN at 2218 cm ; H NMR (400 MHz, CDCl
3
): δ
H
= 7.46-7.37 (m, 6H), 7.26 (s, 1H), 6.99 (d, J = 8.8 Hz,
1
3
1
1
3
H), 4.81 (s, 2H); C NMR (100 MHz, CDCl ): δ = 139.3, 133.8, 133.3, 131.2, 129.3, 128.9, 127.5, 127.4,
3
C
17.9, 115.5, 112.8, 53.9; Anal. Calcd for C H Cl N : C, 60.67; H, 3.64; N, 10.11. Found: C, 60.59; H,
1
4
10
2
2
.72; N, 10.23.
N-benzyl-N-(4-nitrophenyl)cyanamide (2g): M.p. 131-133 ᵒC; FT-IR (KBr): a characteristic peak of –CN
-
1 1
at 2220 cm ; HNMR (400 MHz, CDCl ): δ = 8.26 (d, J = 7.2 Hz, 2H), 7.47-7.39 (m, 5H), 7.26 (d, J = 7.2
3
H
1
3
Hz, 2H), 4.94 (s, 2H); C NMR (100 MHz, CDCl ): δ = 145.2, 143.5, 132.9, 129.4, 129.1, 127.3, 125.7,
3
C
5