2-AMINO-N-(2-METHYLPHENYL)-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXAMIDE

Base Information

• Chemical Name: 2-AMINO-N-(2-METHYLPHENYL)-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXAMIDE
• CAS No.: 126718-66-9
• Molecular Formula: C₁₅H₁₆N₂OS
• Molecular Weight: 272.371
• Mol file: 126718-66-9.mol

Synonyms:2-amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylic acid o-tolyl-amide

Chemical Property of 2-AMINO-N-(2-METHYLPHENYL)-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXAMIDE

Chemical Property:

• Boiling Point: 419.0±45.0 °C(Predicted)
• PKA: 13.63±0.70(Predicted)
• Density: 1.325±0.06 g/cm3(Predicted)

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-N-(2-methylphenyl)-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-AMINO-N-(2-METHYLPHENYL)-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXAMIDE

There total 4 articles about 2-AMINO-N-(2-METHYLPHENYL)-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXAMIDE 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: 92.0%

2-Cyano-2-cyclopentylidene-N-o-tolyl-acetamide → 2-amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylic acid o-tolyl-amide (126718-66-9)

Guidance literature:

With morpholine; sulfur; In ethanol; at 90 ℃; for 5h;

DOI:10.1021/acs.jmedchem.7b00020

Reference yield: 73.0%

N-(2-methylphenyl)-2-cyanoacetamide (59736-34-4) + cyclopentanone (120-92-3) → 2-amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylic acid o-tolyl-amide (126718-66-9)

Guidance literature:

With morpholine; aluminum oxide; sulfur; for 0.166667h; microwave irradiation;

DOI:10.1081/SCC-200057268

Reference yield:

N-(2-methylphenyl)-2-cyanoacetamide (59736-34-4) → 2-amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylic acid o-tolyl-amide (126718-66-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium sulfate; acetic acid; ammonium acetate / 1 h / 100 °C

2: sulfur; morpholine / ethanol / 5 h / 90 °C

With morpholine; sulfur; ammonium acetate; acetic acid; sodium sulfate; In ethanol; 1: |Knoevenagel Condensation;

DOI:10.1021/acs.jmedchem.7b00020

upstream raw materials:

N-(2-methylphenyl)-2-cyanoacetamide

cyclopentanone

o-toluidine

Downstream raw materials:

2-Acetimidoylamino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylic acid o-tolylamide

Refernces

• 1、 Truong, Eric C.,Phuan, Puay W.,Reggi, Amanda L.,Ferrera, Loretta,Galietta, Luis J. V.,Levy, Sarah E.,Moises, Alannah C.,Cil, Onur,Diez-Cecilia, Elena,Lee, Sujin,Verkman, Alan S.,Anderson, Marc O.. "Substituted 2-Acylaminocycloalkylthiophene-3-carboxylic Acid Arylamides as Inhibitors of the Calcium-Activated Chloride Channel Transmembrane Protein 16A (TMEM16A)". supporting information. p. 4626 - 4635. Retrieved 2017/06/13.