98-61-3, name is 4-Iodobenzenesulfonyl chloride, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: iodides-buliding-blocks
11 (135 mg, 0.50 mmol), Na2B4O7 (1.00 g, 4.97 mmol) and 4-iodobenzenesulfonyl chloride (151 mg, 0.50 mmol) were suspended in H2O (30 mL) under vigorous stirring. The reaction mixture was stirred at rt overnight meanwhile a colorless precipitate was formed. This solid was dissolved by addition of 1 M NaOH and the resulting solution was extracted with CH2Cl2 to remove byproducts. The aqueous layer was treated with conc. HCl to adjust pH value to 1 and the formed precipitate was filtered, washed with H2O and dissolved in THF. Removal of the solvent under reduced pressure gave 5l. Colorless solid, mp 238 C (dec.), yield 162 mg (61 %). C21H18IN3O4S (535.4). Rf = 0.82 (ethyl acetate, detection: 254 nm). 1H NMR (400 MHz, DMSO-D6): delta [ppm] = 4.07 (d, J = 6.3 Hz, 2H, NHCH2), 7.39 (d, J = 7.9 Hz, 2H, 2-HB, 6-HB), 7.52 (t, J = 7.5 Hz, 2H, 3-HC, 5-HC), 7.57-7.63 (m, 3H, 2-HA, 6-HA, 4-HC), 7.86 (d, J = 8.0 Hz, 2H, 3-HB, 5-HB), 7.93 (d, J = 7.3 Hz, 2H, 2-HC, 6-HC), 7.99 (d, J = 8.3 Hz, 2H, 3-HA, 5-HA), 8.34 (t, J = 6.3 Hz, 1H, SO2NHCH2), 10.47 (s, 1H, ArBCONHNH), 10.48 (s, 1H, NHNHCOArC). 13C NMR (101 MHz, DMSO-D6): delta [ppm] = 45.7 (1C, NHCH2), 100.5 (1C, C-4A), 127.4 (2C, C-2C, C-6C), 127.47 (2C, C-3B, C-5B), 127.49 (2C, C-2B, C-6B), 128.3 (2C, C-2A, C-6A), 128.5 (2C, C-3C, C-5C), 131.4 (1C, C-4B), 131.8 (1C, C-4C), 132.6 (1C, C-1C), 138.1 (2C, C-3A, C-5A), 140.2 (1C, C-1A), 141.6 (1C, C-1B), 165.5 (1C, ArBCONHNH), 165.8 (1C, NHNHCOArC). FT-IR: nu [cm-1] = 3410, 3318 (N-H), 3152, 3075 (C-HAr), 2870 (C-Haliph.), 1701, 1659 (C=O), 1612, 1566, 1516 (C=CAr), 1315, 1153 (SO2), 1057 (Ar-I), 818, 729, 702 (Ar-Hout of plane). HRMS (APCI): m/z = 535.0137 (calcd. 536.0135 for C21H19IN3O4S [M+H]+). HPLC: tR = 19.1 min, purity 98.1 %.
The synthetic route of 98-61-3 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Mueller, Sebastian L.; Schreiber, Julian A.; Schepmann, Dirk; Strutz-Seebohm, Nathalie; Seebohm, Guiscard; Wuensch, Bernhard; European Journal of Medicinal Chemistry; vol. 129; (2017); p. 124 – 134;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com