Category: 98-61-3

These common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Formula: C6H4ClIO2S

General procedure: A: Sulfonyl chloride (1 eq.) was dissolved in a mixture of dry DCM (0.2 M) and TEA (1.5 eq.). Amine (1.2 eq.) was added and the reaction was stirred at 20 C until completion (TLC). The solvent was removed under reduced pressure and the crude product was purified by column flash-chromatography on silica to give the sulfonamide.

The synthetic route of 4-Iodobenzenesulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Article; Heinrich, Daniel M.; Flanagan, Jack U.; Jamieson, Stephen M.F.; Silva, Shevan; Rigoreau, Laurent J.M.; Trivier, Elisabeth; Raynham, Tony; Turnbull, Andrew P.; Denny, William A.; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 738 – 744;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 98-61-3, name is 4-Iodobenzenesulfonyl chloride, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 98-61-3, Application In Synthesis of 4-Iodobenzenesulfonyl chloride

A mixture of 4-Iodo-benzenesulfonyl chloride (302 mg, 1.0 mmol), mesitylene (120 mg, 1.0 mmol) and AICI3 (150 mg, 1.2 mmol) in DCM (5 mL) was stirred for 2 hours at room temperature. The mixture was then poured into 10 mL of 5% HCl (aq.), and extracted by DCM (30 mL). The organic phase was washed by aqueous KHCO3, brine, and dried over anhydrous Na2SC>4. The resulting solution was evaporated, and the residue was purified by silica gel column chromatography (Hexane/EtOAc = 10/1) to give the desired product as a white solid (266 mg, 69%). H NMR (600 MHz, CDCI3) delta 7.82 (d, 2H, J= 7.8 Hz), 7.48 (d, 2H, J= 7.8 Hz), 6.94 (s, 2H), 2.57 (s, 6H), 2.30 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodobenzenesulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; CHENG, Xiaodong; ZHOU, Jia; TSALKOVA, Tamara; MEI, Fang; CHEN, Haijun; WO2013/119931; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 98-61-3,Some common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, molecular formula is C6H4ClIO2S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

p-Iodobenzenesulfonyl chloride (9.08g, 0.03mol), 10mL acetonitrile and 30mL water were added into a 100-mL round-bottomed flask. Then around 15mL of NH3 gas was bubbled into the mixture. The solution was refluxed for 8h at 100C, and the volatile material was removed using a rotary evaporator. The solid crude product was then re-crystallized from a water solution and filtered. The pure product 7.64g of p-iodobenzenesulfonyl amide 1 was obtained with a yield of 90% after drying under high vacuum for 2h. (0015) Alternatively, in a 250-mL three-necked round bottom flask, p-iodobenzenesulfonyl chloride (9.08g, 0.03mol) was added. Then ca. 30mL of ammonia was condensed into the flask at -60C and the flask was allowed to slowly warm to room temperature over 8h. The crude product was washed with 40mL water and dried under the vacuum to give 8.07g purified amide 1 with a yield of 95%. 1H NMR (CD3CN, ppm): (ab, deltaa 7.89 (2H, d), deltab 7.60 (2H, d), Jab=10Hz, deltac 5.70 (2H, s) (0018) (note: The 1H for this and related compounds represents an aa?bb? spin system but it appears as a deceptively simple ab system with J/delta near 0.5. The deltaa,b for all compounds are taken as the midpoint of the second order doublets as an approximation as if it is a classic ab spin system. The Ja,b is assigned as that of a classic ab spin system. No effort was made to analyze the spectra further.)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodobenzenesulfonyl chloride, its application will become more common.

Reference:
Article; Mei, Hua; Desmarteau, Darryl D.; Journal of Fluorine Chemistry; vol. 160; (2014); p. 12 – 15;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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

These common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Computed Properties of C6H4ClIO2S

General procedure: A: Sulfonyl chloride (1 eq.) was dissolved in a mixture of dry DCM (0.2 M) and TEA (1.5 eq.). Amine (1.2 eq.) was added and the reaction was stirred at 20 C until completion (TLC). The solvent was removed under reduced pressure and the crude product was purified by column flash-chromatography on silica to give the sulfonamide.

The synthetic route of 4-Iodobenzenesulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Article; Heinrich, Daniel M.; Flanagan, Jack U.; Jamieson, Stephen M.F.; Silva, Shevan; Rigoreau, Laurent J.M.; Trivier, Elisabeth; Raynham, Tony; Turnbull, Andrew P.; Denny, William A.; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 738 – 744;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 98-61-3, These common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: A: Sulfonyl chloride (1 eq.) was dissolved in a mixture of dry DCM (0.2 M) and TEA (1.5 eq.). Amine (1.2 eq.) was added and the reaction was stirred at 20 C until completion (TLC). The solvent was removed under reduced pressure and the crude product was purified by column flash-chromatography on silica to give the sulfonamide.

Statistics shows that 4-Iodobenzenesulfonyl chloride is playing an increasingly important role. we look forward to future research findings about 98-61-3.

Reference:
Article; Heinrich, Daniel M.; Flanagan, Jack U.; Jamieson, Stephen M.F.; Silva, Shevan; Rigoreau, Laurent J.M.; Trivier, Elisabeth; Raynham, Tony; Turnbull, Andrew P.; Denny, William A.; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 738 – 744;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 98-61-3,Some common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, molecular formula is C6H4ClIO2S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: In a typical experiment, the alkene derivative (1.5 mmol), halobenzenesulfonyl chloride derivative (1 mmol), Li2CO3 (0.222 g, 3 mmol), and PdCl2(CH3CN)2 (12.9 mg, 0.05 mmol) were dissolved in 1,4-dioxane (2 mL) under an argon atmosphere. The reaction mixture was stirred at 100 C for 24 h. After evaporation of the solvent, the product was purified by silica gel column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodobenzenesulfonyl chloride, its application will become more common.

Reference:
Article; Skhiri, Aymen; Salem, Ridha Ben; Soule, Jean-Francois; Doucet, Henri; Synthesis; vol. 48; 18; (2016); p. 3097 – 3106;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 98-61-3, These common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: To a solution of proper diamine 1a,b (10 mmol) in dichloromethane (20 mL), triethylamine (300 mg, 0.416 mL, 30 mmol) was added with stirring. The mixture was cooled to 0 C, and a solution of the appropriate sulfonyl chloride 2a-j (5 mmol) in dichloromethane (2 mL) was added dropwise. The mixture stirred at room temperature overnight. The reaction mixture was washed with 10% Na2CO3 (20 mL) and then with distilled water (3×15mL). The organic layer separated and dried over anhydrous Na2SO4. The solvent was evaporated under reduced pressure, and the residue was purified flash column chromatography (silica gel, appropriate ratio of hexanes-ethyl acetate) to give the purified semisolid compounds 3a-t.

The synthetic route of 98-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Abdel-Maksoud, Mohammed S.; Kim, Mi-Ryeong; El-Gamal, Mohammed I.; Gamal El-Din, Mahmoud M.; Tae, Jinsung; Choi, Hong Seok; Lee, Kyung-Tae; Yoo, Kyung Ho; Oh, Chang-Hyun; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 453 – 463;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 98-61-3, These common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A solution of (2-methylpropyl)amine (121 mg,1.65mmol) and triethylamine (0.35ml, 2.47mmol) in DCM (10ml) was treated with 4-iodobenzenesulfonyl chloride (500mg,1.65mmol) by dropwise addition over 10 minutes with stirring under argon.The reaction mixture was stirred at room temperature for 16 hr. Then the reaction mixture was washed with water (10ml), separated the organic layer, dried with sodium sulphate.Solvent was removed by rotary evaporation to give the title compound as a white solid (517mg, 92%).LC/Mass Spec (ES): Found 340 (ES+), retention time 3.14mins. C10H14INO2S requires339. 1H-NMR (400MHz, CDCI3): 0.88 (6H, m), 1.72 (1 H, m), 2.78 (2H, m), 4.41 (1 H, m)7.56 (2H, m), 7.88 (2H, m).

The synthetic route of 98-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/107539; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 98-61-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 98-61-3 name is 4-Iodobenzenesulfonyl chloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 16A; N-(3-{[(4-Iodophenyl)sulfonyl]amino}phenyl)acetamide; 4-Iodobenzylsulfonyl chloride (10.0 g) is provided in isopropanol (100 ml), sodium acetate (3.12 g), which is dissolved in a little water, is added and the mixture is stirred at room temperature for 30 min. N-(3-Aminophenyl)acetamide (4.96 g) is then added and the mixture is further stirred over night. The batch is diluted with water and a saturated sodium chloride solution and extracted with ethyl acetate. The organic phase is dried over sodium sulfate, concentrated and flash-chromatographed (eluent methylene chloride/methanol 1:0, 100:1, 80:1). 9.62 g (70% of theory) of product are obtained.HPLC (Method 6): Rt=4.14 minMS (ES+, ES-): m/z=417 [M+H]+, 415 [M-H]-,1H-NMR (400 MHz, DMSO-d6): delta=10.31 (s, 1H, NH), 9.91 (s, 1H, NH), 7.93 (d, 2H), 7.51 (d, 2H), 7.45 (s, 1H), 7.26 (d, 1H), 7.12 (t, 1H), 6.73 (d, 1H), 2.00 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodobenzenesulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; Svenstrup, Niels; Zimmermann, Holger; Karthaus, Dagmar; Goeller, Andreas; Heimbach, Dirk; Henninger, Kerstin; Lang, Dieter; Paulsen, Daniela; Riedl, Bernd; Schohe-Loop, Rudolf; Schuhmacher, Joachim; Wunberg, Tobias; US2009/176842; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com