5-(4-chlorophenyl)-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester

Base Information

• Chemical Name: 5-(4-chlorophenyl)-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester
• CAS No.: 1345041-76-0
• Molecular Formula: C₁₈H₁₈ClN₃O₄S
• Molecular Weight: 407.878

Synonyms:5-(4-chlorophenyl)-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester

Chemical Property of 5-(4-chlorophenyl)-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester

Chemical Property:

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Technology Process of 5-(4-chlorophenyl)-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester

There total 2 articles about 5-(4-chlorophenyl)-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 52.0%

ethyl 2-oxo-4-(p-chlorophenyl)but-3-enoate (133678-11-2) + 4-hydrazinobenzene-1-sulfonamide hydrochloride (17852-52-7,27918-19-0) → 5-(4-chlorophenyl)-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester (1345041-76-0)

Guidance literature:

ethyl 2-oxo-4-(p-chlorophenyl)but-3-enoate; 4-hydrazinobenzene-1-sulfonamide hydrochloride; In ethanol; at 25 - 30 ℃; for 2h; Inert atmosphere;

With acetic acid; In ethanol; for 10h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmcl.2011.08.061

Reference yield:

potassium 4-(4-chlorophenyl)-2-oxobut-3-enoate (1000400-63-4) → 5-(4-chlorophenyl)-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester (1345041-76-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride / 0 °C / Reflux

2.1: ethanol / 2 h / 25 - 30 °C / Inert atmosphere

2.2: 10 h / Inert atmosphere; Reflux

With thionyl chloride; In ethanol;

DOI:10.1016/j.bmcl.2011.08.061

Reference yield: 80.0%

5-(4-chlorophenyl)-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester (1345041-76-0) → 4-[5-(4-chlorophenyl)-3-hydrazinocarbonyl-4,5-dihydro-pyrazol-1-yl]-benzenesulfonamide (1345041-78-2)

Guidance literature:

With hydrazine hydrate; In ethanol; for 4h; Reflux;

DOI:10.1016/j.bmcl.2011.08.061

upstream raw materials:

ethyl 2-oxo-4-(p-chlorophenyl)but-3-enoate

4-hydrazinobenzene-1-sulfonamide hydrochloride

potassium 4-(4-chlorophenyl)-2-oxobut-3-enoate

Downstream raw materials:

5-(4-chlorophenyl)-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid amide (4b)

4-[5-(4-chlorophenyl)-3-cyano-4,5-dihydro-pyrazol-1-yl]-benzenesulfonamide

5-(4-chlorophenyl)-N-hydroxy-1-(4-sulfamoyl-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxamidine

4-[5-(4-chloro-phenyl)-3-(5-hydroxy-[1,3,4]oxadiazol-2-yl)-4,5-dihydro-pyrazol-1-yl]benzenesulfonamide

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