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. Author manuscript; available in PMC: 2014 Oct 2.
Published in final edited form as: Am J Biomed Sci. 2012;4(1):14–25. doi: 10.5099/aj120100014

Table 1.

Identification and characterization data for compound 1 – 6

Compound 1
graphic file with name nihms460828t1.jpg 		Chemical Formula: C10H8N2O2, MW 188
1H NMR (400 MHz, CDCl3): Ha, δ 8.40 (d, 1H, J = 2.8 Hz); Hb, δ 7.04 (d, 1H, J = 1.6 Hz); Hc, δ 8.24 (s (br), 1H); Hd, δ 7.66 (d, 2H, J = 8.0 Hz); He, δ 7.40 (t, 2H, J = 7.8 Hz); Hf, δ 7.21 (t, 1H, J = 7.2 Hz)
HR-MS: EIMS cald for C10H8N2O2 + Na 211.0483, found 211.0478
IR: 3342, 3099, 1673, 1537, 747 cm−1
Yield: 78%
Compound 2
graphic file with name nihms460828t2.jpg 		Chemical Formula: C10H7N2O2Cl, MW 222.5
1H NMR (400 MHz, CDCl3): Ha, δ 8.42 (d, 1H, J = 1.6 Hz); Hb, δ 7.06 (d, 1H, J = 1.6 Hz); Hc, δ 8.84 (s (br), 1H); HAr, δ 8.48 (m, 1H), δ 7.45 (dd, 1H, J = 8.0, 1.6 Hz), δ 7.34 (m, 1H), δ 7.14 (m, 1H)
HR-MS: EIMS cald for C10H7N2O2Cl + Na 245.0094, found 245.0088
IR: 3404, 3314, 3106, 1705, 1674, 1530, 753 cm-1
Yield: 79%
Compound 3
graphic file with name nihms460828t3.jpg 		Chemical Formula: C10H7N2O2Cl, MW 222.5
CHN: Cald C H N, found C H N
1H NMR (400 MHz, CDCl3): Ha, δ 8.40 (d, 1H, J = 1.6 Hz); Hb, 7.05 (d, 1H, J = 1.6 Hz); Hc, 8.31 (s (br), 1H); HAr, 7.62 (m, 2H,), 7.40 (m, 2H, Ar)
13C NMR (100 MHz, CDCl3): δ 151.4, 129.4, 121.4, 107.4
HRMS: EIMS (M+) calcd for C10H7N2O2Cl + Na 245.0094, found 245.0097
IR: 3323 cm-1, 3111 cm-1, 1730 cm-1, 1664 cm-1, 1530 cm-1, 820 cm-1
Yield: 80%
Compound 4
graphic file with name nihms460828t4.jpg 		Chemical Formula: C10H6N2O2Cl2, MW 257
1H NMR (400 MHz, CDCl3): Ha, δ 8.41 (d, 1H J = 2.4); Hb, δ 7.07 (d, 1H, J = 1.6 Hz); Hc, δ 8.91 (s (br), 1H); HAr, δ 8.43 (s, 1H), δ 8.41 (d, 1H, J = 2.4 Hz), δ 7.28–7.32 (m, 2H)
HR-MS: EIMS cald for C10H6N2O2Cl2 + Na 278.9704, found 278.9696
IR: 3388, 3142, 1699, 1586, 1524, 774 cm-1
Yield: 79%
Compound 5
graphic file with name nihms460828t5.jpg 		Chemical Formula: C10H6N2O2Cl2, MW 257
1H NMR (400 MHz, CDCl3): Ha, δ 8.42 (d, 1H J = 1.6 Hz); Hb, δ 7.07 (d, 1H, J = 1.6 Hz); Hc, δ 8.78 (s (br), 1H); HAr, δ 8.44 (d, 1H, J = 8.8 Hz), δ 7.47 (d, 1H, J = 2.8 Hz), δ 7.32 (dd, 1H, J = 8.8, 2 Hz)
HR-MS: EIMS cald for C10H6N2O2Cl2 + Na 278.9704, found 278.9713
Compound 6
graphic file with name nihms460828t6.jpg 		Chemical Formula: C10H6N2O2Cl2, MW 257
1H NMR (400 MHz, CDCl3): Ha, δ 8.41 (d, 1H J = 1.6 Hz); Hb, δ 7.07 (d, 1H, J = 1.6 Hz); Hc, δ 8.17 (s (br), 1H); Hd & Hf, δ 7.41 (d, 2H, J = 8.0 Hz); He, δ 7.25 (t, 1H, J = 8.2 Hz)
HR-MS: EIMS cald for C10H6N2O2Cl2 + Na 278.9704, found 278.9712
IR: 3257, 3030, 1684, 1511, 787 cm-1
Yield: 51%