Characterizations of All Synthesized Compounds

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Characterizations of All Synthesized Compounds

Characterizations of All Synthesized Compounds

1 A1: HNMR(CDCl3): δ 12.28(s, 1H, NH ) , 8.82 ( s, 1H, N H ) , 7. 63(m, 2H, ArH),

7.40(m,2H, ArH), 7.27(m, 1H, ArH), 2.21(s, 3H, CH3 ); HRMS(ESI) calculated for C9H11N2OS

[MH+]195.0592, found 195.0618.

1 A2: HNMR(CDCl3): δ 12.01(s, 1H, NH), 9.33(s, 1H, NH), 7.63 (m, 1H, ArH), 7.04(m, 1H, ArH),

+ 6.70(m, 2H, ArH), 2.30(s, 3H,CH3); HRMS(ESI) calculated for C10H13N2OS [MH ] 209.0794, found 209.0814.

1 A3: HNMR(CDCl3): δ 12.30(s, 1H, NH), 8.83(s, 1H, NH), 7.61(m, 2H, ArH), 7.37(m, 2H, ArH),

+ 2.22(s, 3H, CH3); HRMS(ESI) calculated for C9H10ClN2OS [MH ] 229.0202, found 229.0278.

1 A4: HNMR(CDCl3): δ 12.30(s, 1H, NH), 8.84(s, 1H, NH), 7.41(m, 4H, ArH), 2.21(s, 3H, CH3);

+ HRMS(ESI) calculated for C9H10BrN2OS [MH ] 272.9697, found 272.9671.

1 A5: HNMR(CDCl3): δ 12.54(s, 1H, NH), 8.81(s, 1H, NH), 8.52 (m, 1H, ArH), 7.29(m, 2H, ArH),

+ 2.24(s, 3H, CH3); HRMS(ESI) calculated for C9H9Cl2N2OS [MH ] 262.9813, found 262.9910.

1 A6: HNMR(CDCl3): δ 12.79(s, 1H, NH), 8.76(s, 1H, NH), 7.55 (m, 1H, ArH), 6.76 (m, 2H, ArH),

4.04(q, J=6.9Hz, 4H, CH2), 2.20(s, 3H, CH3), 1.42 (t, J=7.0Hz, 6H, CH3); HRMS(ESI) calculated

+ for C13H19N2O3S [MH ] 283.1116, found 283.1127.

1 A7: HNMR(CDCl3): δ 12.47(s, 1H, NH), 8.99(s, 1H, NH), 7.64(m, 3H, ArH), 2.23(s, 3H, CH3);

+ HRMS(ESI) calculated for C10H9BrF3N2OS [MH ] 340.9571, found 340.9602.

1 A8: HNMR(CDCl3): δ 13.02(s, 1H, NH), 8.69(s, 1H, NH), 7.88(m, 2H, ArH), 7.34(m, 1H, ArH),

+ 4.05(s, 3H, OCH3), 2.25(s, 3H, CH3); HRMS(ESI) calculated for C10H12N3O4S [MH ] 270.0549, found 270.0587.

1 A9: HNMR(CDCl3): δ 12.50(s, 1H, NH), 9.04(s, 1H, NH), 7.12(m, 3H, ArH), 3.92(s, 3H,

+ -OCH3), 2.20(s, 3H, CH3); HRMS(ESI) calculated for C11H15N2O2S [MH ] 239.0854, found

239.1024.

1 A10: HNMR(CDCl3): δ 12.22(s, 1H, NH), 8.79(s, 1H, NH), 7.31(m, 9H, ArH), 2.22(s, 3H, CH3);

+ HRMS(ESI) calculated for C15H15N2O2S [MH ] 284.0854, found 284.0911.

1 A11: HNMR(CDCl3): δ 12.83(s, 1H, NH), 9.02(s, 1H, NH), 6.68(m, 2H, ArH), 6. 21(m, 2H,

ArH), 3.90 (t, J=4.7, 4H, CH2), 2.90 (t, J=4.7, 4H, CH2), 2.22 (s, 3H, CH3); HRMS(ESI) + calculated for C13H18N3O2S [MH ] 280.1120, found 280.1207.

1 A12: HNMR(CDCl3): δ 10.64(s, 1H, NH), 8.55(s, 1H, NH), 2.10(s, 3H, CH3 ), 1.54(s, 9 H, CH3);

+ HRMS(ESI) calculated for C7H15N2OS [MH ] 175.0905, found 175.0905.

1 A13: HNMR(CDCl3): δ 12.35(s, 1H, NH), 9.09(s, 1H, NH), 8.48(m, 2H, ArH) 7.25(m, 2H, ArH),

+ 2.21(s, 3H, CH3); HRMS(ESI) calculated for C8H10N3OS [MH ] 196.0545, found 196.0594.

1 A14: HNMR(CDCl3): δ 12.43(s, 1H, NH), 8.94(s, 1H, NH), 7.73(m, 6H, ArH), 2.30(s, 3H,CH3);

+ HRMS(ESI) calculated for C13H12 Br N2OS [MH ] 322.9854, found 322.9865.

1 A15: HNMR(CDCl3): δ 10.52(s, 1H, NH), 8.27(s, 1H, NH), 2.21(m, 12H, CH2), 2.10(s, 3H,

+ CH3), 1.73 (m, 3H, CH); HRMS(ESI) calculated for C13H21N2OS [MH ] 253.1375, found

253.1352.

1 B1: HNMR(CDCl3): δ 12.89(s, 1H, NH), 8.69(s,1H, N H), 7.72(m, 10H, ArH), HRMS(ESI)

+ calculated for C4H13N2OS [MH ] 257.0749, found 257.0659.

1 B2: HNMR(CDCl3): δ 12.78(s, 1H, NH), 8.98(s, 1H, NH), 7.15(m, 8H, ArH), 2.10(s, 3H, CH3);

+ HRMS(ESI) calculated for C15H15N2OS [MH ] 271.0905(M+1).

1 B3: HNMR(CDCl3): δ 12.87(s, 1H, NH), 8.79(s, 1H, NH), 7.70(m, 9H, Ar H); HRMS(ESI)

+ calculated for C14H12ClN2OS [MH ] 291.0359(M+1).

1 B4: HNMR (CDCl3): δ 12.85(s, 1H, NH), 8.78(s, 1H, NH), 7.68(m, 9H, ArH); HRMS(ESI)

+ calculated for C14H12BrN2OS [MH ] 334.9854(M+1).

1 B5: HNMR (CDCl3): δ 12.89(s, 1H, NH), 8.75(s, 1H, NH), 7.43(m, 8H, ArH); HRMS(ESI)

+ calculated for C14H11Cl2N2OS [MH ] 324.9969(M+1).

1 B6: HNMR(CDCl3): δ 12.79(s, 1H, NH), 8.76(s, 1H, NH), 7.72(m, 5H, ArH), 6.76(m, 3H, ArH),

4.04(m, J=6.9Hz, 4H, CH2), 1.42(m, J=6.9Hz, 6H, CH3); HRMS(ESI) calculated for C18H21N2O3S

[MH+] 345.1273(M+1).

1 B7: HNMR(CDCl3): δ 12.79(s, 1H, NH), 8.96(s, 1H, NH), 7.70(m, 8 H, ArH); HRMS(ESI)

+ calculated for C15H11BrF3N2OS [MH ] 402.9728, found 402.9785.

1 B8: HNMR (CDCl3): δ 13.01(s, 1H, NH), 8.69(s, 1H, NH), 7.88(m, 2H, ArH), 7.58(m, 8H, ArH),

+ 3.85(s, 3H, CH3); HRMS(ESI) calculated for C15H14N3O4S [MH ] 332.0705, found 332.0691.

1 B9: HNMR(CDCl3): δ 12.52(s, 1H, NH), 8.94(s, 1H, NH), 7.71(m, 5H, CH3); 7.09(m, 3H, ArH),

+ 3.70 (s, 3H, OCH3); HRMS(ESI) calculated for C16H17N2O2S [MH ] 301.1011, found 301.1231.

1 B10: HNMR(CDCl3): δ 12.34(s, 1H, NH), 8.89(s, 1H, NH), 7.49(m, 10H, ArH), 6.75(m, 4H, + ArH); HRMS(ESI) calculated for C20H17N2O2S [MH ] 349.1011, found 349.1206.

1 B11: HNMR(CDCl3): δ 12.80(s, 1H, NH) , 8.92(s, 1H, NH), 7.73(m, 5H, ArH), 6.59(m, 4H,

ArH), 3.90(t, J=4.7, 4H, CH2), 2.89(t, J=4.7, 4H, CH2); HRMS(ESI) calculated for C18H20N3O2S

[MH+] 342.1276, found 342.1286.

1 B12: HNMR(CDCl3): δ 12.84(s, 1H, NH), 8.89 (s, 1H, NH), 7.77(m, 5H, ArH), 1.53 (s, 9H,

+ CH3); HRMS(ESI) calculated for C12H17N2OS [MH ] 237.1062, found 237.1048.

1 B13: HNMR(CDCl3): δ 12.35(s, 1H, NH), 9.13(s, 1H, NH), 8.25(m, 2H, ArH), 7.68(m, 7H,

+ ArH); HRMS(ESI) calculated for C13H12N3OS [MH ] 258.0701, found 258.0758.

1 B14: HNMR(CDCl3): δ 12.77(s, 1H, NH), 9.36(s, 1H, NH), 7.96(m, 11H, ArH); HRMS(ESI)

+ calculated for C18H14Br N2OS [MH ] 385.0010, found 385.0102.

1 B15: HNMR(CDCl3): δ 10.84(s, 1H, NH), 8.78(s, 1H, NH), 7.84-7.50(m, 5H, ArH), 2.17-

+ 1.64(m, 15H); HRMS(ESI) calculated for C18H23N2OS [MH ] 315.1531, found 315.1598.

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