In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 7699-18-5 as follows. Computed Properties of C9H9NO2
General procedure: In 50 mL round flask, 4-(4-(hydrazinecarbonyl)-5-amino-1H-pyrazol-1-yl)benzenesulfonamide 15 (10 mmol, 0.3 g) was dissolvedin ethanol (20 mL) followed by the addition of the appropriate isatin derivative (10 mmol). Reflux was performed after the addition of a catalytic amount of acetic acid (0.5 mL) for 1 h. The formed precipitate, in case of 16a-e, was filtered, washed with hot ethanol and recrystallized from DMF / EtOH to give the targeted compounds 16a-e. Concerning compound 16f, the precipitate formed after cooling was filtered and recrystallized from DMF /EtOH. 4.1.7.4 4-(5-Amino-4-(2-(5-methoxy-2-oxoindolin-3-ylidene)hydrazine-1-carbonyl)-1H-pyrazol-1-yl)benzenesulfonamide (16d) Orange powder, 85% yield; mp > 300 C. IR (KBr) numax/cm-1 3414-3190 (NH2, NH), 1722-1690 (C=O), 1512 (C=N), 1322, 1156 (SO2). 1H NMR (DMSO-d6, 400 MHz) delta 3.80 (s, 3H, OCH3), 6.82 (d, 1H, J = 8.4 Hz, H-7 isatin), 6.96 (d, 2H, J = 10.2 Hz, Ar-H), 7.07 (s, 2H, NH2, D2O exchangeable), 7.49 (s, 2H, SO2NH2, D2O exchangeable), 7.83 (d, 2H, J = 8.4 Hz, Ar-H), 8.00 (d, 2H, J = 8.4 Hz, Ar-H), 8.61 (s, 1H, H-3 of pyrazole), 10.61, 11.07 (s, 1H, NH isatin, D2O exchangeable), 11.38, 13.02 (2s, 1H, NH hydrazone, D2O exchangeable). 13C NMR (DMSO-d6, 100 MHz) delta 56.41, 95.92, 111.50, 112.13, 116.20, 118.52, 121.22, 123.18, 123.97, 127.51, 137.77, 140.83, 142.96, 143.31, 152.46, 155.11, 155.83, 165.69, 166.47. MS m/z [%] 455 [M+, 9.06], 223 [100]. Anal. Calcd for C19H17N7O5S (455.45): C, 50.11; H, 3.76; N, 21.53; S, 7.04. Found: C, 50.27; H, 3.83; N, 21.75; S, 7.13.
According to the analysis of related databases, 7699-18-5, the application of this compound in the production field has become more and more popular.
Reference:
Article; Ibrahim, Hany S.; Abou-Seri, Sahar M.; Tanc, Muhammet; Elaasser, Mahmoud M.; Abdel-Aziz, Hatem A.; Supuran, Claudiu T.; European Journal of Medicinal Chemistry; vol. 103; (2015); p. 583 – 593;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem