1H-Pyrazole-4-carboxylic acid, 3-((methylphenylamino)sulfonyl)-, ethyl ester

Base Information

• Chemical Name: 1H-Pyrazole-4-carboxylic acid, 3-((methylphenylamino)sulfonyl)-, ethyl ester
• CAS No.: 155144-44-8
• Molecular Formula: C₁₃H₁₅N₃O₄S
• Molecular Weight: 309.346
• DSSTox Substance ID: DTXSID90165819
• Nikkaji Number: J762.289I
• Wikidata: Q83035047
• Mol file: 155144-44-8.mol

Synonyms:1H-Pyrazole-4-carboxylic acid, 3-((methylphenylamino)sulfonyl)-, ethyl ester;Ethyl 3-((methylphenylamino)sulfonyl)-1H-pyrazole-4-carboxylate;ethyl 5-[methyl(phenyl)sulfamoyl]-1H-pyrazole-4-carboxylate;DTXSID90165819;STL104167;AKOS004961082;CCG-176102;LS-128364;SR-01000919172;SR-01000919172-1;F3382-3938;Z223825958;ethyl 5-(N-methyl-N-phenylsulfamoyl)-1H-pyrazole-4-carboxylate;3-(Methylphenylsulfamoyl)-1H-pyrazole-4-carboxylic acid ethyl ester;ethyl 5-{[methyl(phenyl)amino]sulfonyl}-1H-pyrazole-4-carboxylate

Chemical Property of 1H-Pyrazole-4-carboxylic acid, 3-((methylphenylamino)sulfonyl)-, ethyl ester

Chemical Property:

• Vapor Pressure: 3.71E-11mmHg at 25°C
• Boiling Point: 526°C at 760 mmHg
• Flash Point: 271.9°C
• Density: 1.386g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 309.07832714
• Heavy Atom Count: 21
• Complexity: 457

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NN=C1)S(=O)(=O)N(C)C2=CC=CC=C2

Technology Process of 1H-Pyrazole-4-carboxylic acid, 3-((methylphenylamino)sulfonyl)-, ethyl ester

There total 2 articles about 1H-Pyrazole-4-carboxylic acid, 3-((methylphenylamino)sulfonyl)-, 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: 97.0%

ethyl 3-chlorosulfonylpyrazole-4-carboxylate + N-methylaniline (100-61-8) → ethyl 3-(N-phenyl-N-methyl)sulfamoylpyrazole-4-carboxylate (155144-44-8)

Guidance literature:

In tetrahydrofuran; for 1h; Heating;

DOI:10.1002/jhet.5570310117

Reference yield:

ethyl 5-amino-1H-pyrazole-4-carboxylate (1260243-04-6,6994-25-8) → ethyl 3-(N-phenyl-N-methyl)sulfamoylpyrazole-4-carboxylate (155144-44-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 35percent HCl, sodium nitrite, 2.) cupric chloride, sulfur dioxide, glac. acetic acid / 1.) water, from 10 deg C to 12 deg C, 1 h, 2.) water

2: 97 percent / tetrahydrofuran / 1 h / Heating

With hydrogenchloride; sulfur dioxide; acetic acid; copper dichloride; sodium nitrite; In tetrahydrofuran;

DOI:10.1002/jhet.5570310117

Reference yield: 99.0%

ethyl 3-(N-phenyl-N-methyl)sulfamoylpyrazole-4-carboxylate (155144-44-8) → 3-(N-phenyl-N-methyl)sulfamoylpyrazole-4-carboxylic acid (155144-45-9)

Guidance literature:

With potassium hydroxide; for 0.5h; Heating;

DOI:10.1002/jhet.5570310117

upstream raw materials:

N-methylaniline

ethyl 5-amino-1H-pyrazole-4-carboxylate

Downstream raw materials:

3-(N-phenyl-N-methyl)sulfamoylpyrazole-4-carboxylic acid