Continuously updated synthesis method about 53297-68-0

The synthetic route of 53297-68-0 has been constantly updated, and we look forward to future research findings.

Reference of 53297-68-0, A common heterocyclic compound, 53297-68-0, name is 2-Chloro-4-sulfamoylaniline, molecular formula is C6H7ClN2O2S, 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.

To a solution of the carboxylic acid and aniline shown above, in pyridine at O0C, was added POCl3 dropwise for 5 min. The reaction was complete after stirring at O0C for an additional 50 min. The reaction mixture was quenched by addition Of H2O (1 mL), then concentrated in vacuo to light brown oil which was diluted with CH2Cl2 (200 ml). The organic layer was washed with H2O (1 x 50 ml), saturated NaHCO3 solution (1 x 50 ml), then brine (1 x 50 ml). The organic solution was dried over Na2SO4 and concentrated to dryness. The resulting oil was triturated with EtOH to give light yellow solid. To the mixture was added H2O to collect more solid. The light yellow solid was collected by vacuum filtration and dried under high vacuum for 16 hrs to yield 930 mg (72%) of product. Additional product (132 mg, 10%) was recovered by extraction of the filtrate with CH2Cl2 followed by column chromatography with acetone/CH2Cl2 (20:80).

The synthetic route of 53297-68-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VALEANT RESEARCH & DEVELOPMENT; WO2006/26356; (2006); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 53297-68-0

The synthetic route of 53297-68-0 has been constantly updated, and we look forward to future research findings.

53297-68-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 53297-68-0, name is 2-Chloro-4-sulfamoylaniline belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The title compound was prepared from 2,5-dichlorophenyl isothiocyanate, according to the procedure described in Example 1, Step 1. MS m/z: 247 (M+H)+. Step 2: {[1-(2,5-dichlorophenyl)-1H-tetrazol-5-yl]thio}acetic acid The title compound was prepared from 1-(2,5-dichlorophenyl)-lH-tetrazole-5-thiol according to the procedure described in Example 1, Step 2. ?H NMR (300 MHz, DMSO-d6) 8: 13.16 (bs, 1H), 8.09 (d, J = 2.2 Hz, 1H), 7.94-7.83 (m, 2H), 4.22 (s, 2H). MS m/z: 305 (M+H)+. Step 3: N-[4-(aminosulfonyl)-2-chlorophenyl] -2-( [ 1 -(2,5 -dichlorophenyl)- lH-tetrazol-5- yl]thio } acetamide. The title compound was prepared from ( [ 1 -(2,5-dichlorophenyl)- lH-tetrazol-5- yl] thio}acetic acid and and 4-amino-3-chlorobenzenesulfonamide according to the procedure described in Example 14, Step 2. lH NMR (300 MHz, DMSO-d6) 8: 10.18 bs, (exchangeable proton, <1H), 8.11 (d, J = 2.0 Hz, 1H), 8.00 (d, J = 8.4 Hz, 1H), 7.95-7.84 (m, 3H), 7.76 (dd, J1 = 8.4 Hz, J2 = 2.0 Hz, 1H), 4.50 (s, 2H). MS m/z: 493 (M+H)+. The synthetic route of 53297-68-0 has been constantly updated, and we look forward to future research findings. Reference:
Patent; MERCK & CO., INC.; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2005/115147; (2005); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics