ethyl 5-(4-chlorophenyl)-4-methyl-3-(4-sulfamoylphenyl)thiophene-2-carboxylate

Base Information

Chemical Name:ethyl 5-(4-chlorophenyl)-4-methyl-3-(4-sulfamoylphenyl)thiophene-2-carboxylate
CAS No.:1394373-24-0
Molecular Formula:C₂₀H₁₈ClNO₄S₂
Molecular Weight:435.952
Hs Code.:

Synonyms:ethyl 5-(4-chlorophenyl)-4-methyl-3-(4-sulfamoylphenyl)thiophene-2-carboxylate

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Chemical Property of ethyl 5-(4-chlorophenyl)-4-methyl-3-(4-sulfamoylphenyl)thiophene-2-carboxylate

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Technology Process of ethyl 5-(4-chlorophenyl)-4-methyl-3-(4-sulfamoylphenyl)thiophene-2-carboxylate

There total 4 articles about ethyl 5-(4-chlorophenyl)-4-methyl-3-(4-sulfamoylphenyl)thiophene-2-carboxylate 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: 48.0%

: 64-17-5
ethanol

: 1394373-04-6
methyl 3-bromo-5-(4-chlorophenyl)-4-methylthiophene-2-carboxylate

: 613660-87-0
4-sulfamoylphenylboronic acid

: 1394373-24-0
ethyl 5-(4-chlorophenyl)-4-methyl-3-(4-sulfamoylphenyl)thiophene-2-carboxylate

Guidance literature:: With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 25 - 100 ℃; Inert atmosphere;

Reference yield:

: 1394375-53-1
methyl-5-(4-chlorophenyl)-4-methylthiophene-2-carboxylate

: 1394373-24-0
ethyl 5-(4-chlorophenyl)-4-methyl-3-(4-sulfamoylphenyl)thiophene-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: bromine; zinc(II) chloride / chloroform / 25 - 65 °C / Inert atmosphere

2: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 25 - 100 °C / Inert atmosphere

With bromine; potassium carbonate; zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In chloroform; toluene; 2: Suzuki Coupling;

Reference yield:

: 203195-42-0
methyl 3-bromo-4-methylthiophene-2-carboxylate

: 64-17-5
ethanol

: 1679-18-1
4-Chlorophenylboronic acid

: 613660-87-0
4-sulfamoylphenylboronic acid

: 1394373-24-0
ethyl 5-(4-chlorophenyl)-4-methyl-3-(4-sulfamoylphenyl)thiophene-2-carboxylate

: C₁₉H₁₆ClNO₄S₂

Guidance literature:: methyl 3-bromo-4-methylthiophene-2-carboxylate; ethanol; 4-sulfamoylphenylboronic acid; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In toluene; at 105 ℃; for 15h; Inert atmosphere; Sealed tube;

With bromine; In dichloromethane; at 0 - 25 ℃; for 2h; Inert atmosphere;

4-Chlorophenylboronic acid; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; toluene; at 95 - 100 ℃; for 1h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.9b01569