3-(4-chlorophenyl)-4-cyano-5-(morpholin-4-yl)thiophene-2-carboxylic acid

Base Information

• Chemical Name: 3-(4-chlorophenyl)-4-cyano-5-(morpholin-4-yl)thiophene-2-carboxylic acid
• CAS No.: 883097-33-4
• Molecular Formula: C₁₆H₁₃ClN₂O₃S
• Molecular Weight: 348.81
• Mol file: 883097-33-4.mol

Synonyms:3-(4-chlorophenyl)-4-cyano-5-(morpholin-4-yl)thiophene-2-carboxylic acid

Chemical Property of 3-(4-chlorophenyl)-4-cyano-5-(morpholin-4-yl)thiophene-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-chlorophenyl)-4-cyano-5-(morpholin-4-yl)thiophene-2-carboxylic acid

There total 5 articles about 3-(4-chlorophenyl)-4-cyano-5-(morpholin-4-yl)thiophene-2-carboxylic acid 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: 95.0%

ethyl 3-(4-chlorophenyl)-4-cyano-5-(morpholin-4-yl)thiophene-2-carboxylate (1184915-94-3) → 3-(4-chlorophenyl)-4-cyano-5-(morpholin-4-yl)thiophene-2-carboxylic acid (883097-33-4)

Guidance literature:

ethyl 3-(4-chlorophenyl)-4-cyano-5-(morpholin-4-yl)thiophene-2-carboxylate; With water; sodium hydroxide; In tetrahydrofuran; ethanol; at 20 ℃;

With acetic acid; In water; pH=6;

DOI:10.1021/ml200126j

Reference yield:

4-cyano-3-iodo-5-(morpholin-4-yl)thiophene-2-carboxylic acid ethyl ester (1276553-18-4) → 3-(4-chlorophenyl)-4-cyano-5-(morpholin-4-yl)thiophene-2-carboxylic acid (883097-33-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / DCE; ethanol / 16 h / Inert atmosphere; Reflux

2.1: water; sodium hydroxide / tetrahydrofuran; ethanol / 20 °C

2.2: pH 6

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate; sodium hydroxide; In tetrahydrofuran; DCE; ethanol; 1.1: Suzuki coupling;

DOI:10.1021/ml200126j

Reference yield:

4-cyano-3-iodo-5-(methylthio)thiophene-2-carboxylic acid ethyl ester → 3-(4-chlorophenyl)-4-cyano-5-(morpholin-4-yl)thiophene-2-carboxylic acid (883097-33-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C

1.2: 16 h / 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / DCE; ethanol / 16 h / Inert atmosphere; Reflux

3.1: water; sodium hydroxide / tetrahydrofuran; ethanol / 20 °C

3.2: pH 6

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; In tetrahydrofuran; DCE; ethanol; dichloromethane; 2.1: Suzuki coupling;

DOI:10.1021/ml200126j

upstream raw materials:

4-cyano-3-iodo-5-(morpholin-4-yl)thiophene-2-carboxylic acid ethyl ester

ethyl 3-(4-chlorophenyl)-4-cyano-5-(morpholin-4-yl)thiophene-2-carboxylate

4-Chlorophenylboronic acid

Downstream raw materials:

3-(4-chlorophenyl)-4-cyano-5-(morpholin-4-yl)thiophene-2-carboxamide

(E)-3-(4-chlorophenyl)-4-cyano-N-((dimethylamino)methylene)-5-(morpholin-4-yl)thiophene-2-carboxamide

4-(4-chlorophenyl)-2-(morpholin-4-yl)-5-(1H-1,2,4-triazol-3-yl)thiophene-3-carbonitrile