Methyl 3-amino-5-(4-methylphenyl)thiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 3-amino-5-(4-methylphenyl)thiophene-2-carboxylate
• CAS No.: 37572-21-7
• Molecular Formula: C₁₃H₁₃NO₂S
• Molecular Weight: 247.318
• DSSTox Substance ID: DTXSID601157729
• Mol file: 37572-21-7.mol

Synonyms:methyl 3-amino-5-(4-methylphenyl)thiophene-2-carboxylate;37572-21-7;Methyl 3-amino-5-p-tolylthiophene-2-carboxylate;SCHEMBL5370617;DTXSID601157729;STL083737;AKOS000352076;FS-1625;EN300-6599605;Methyl3-amino-5-(p-tolyl)thiophene-2-carboxylate;Methyl 3-amino-5-(p-tolyl)thiophene-2-carboxylate;Z384975592;2-Thiophenecarboxylic acid, 3-amino-5-(4-methylphenyl)-, methyl ester

Chemical Property of Methyl 3-amino-5-(4-methylphenyl)thiophene-2-carboxylate

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 247.06669983
• Heavy Atom Count: 17
• Complexity: 277

Purity/Quality:

99% ^*data from raw suppliers

Methyl3-amino-5-(4-methylphenyl)thiophene-2-carboxylate 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC(=C(S2)C(=O)OC)N

Technology Process of Methyl 3-amino-5-(4-methylphenyl)thiophene-2-carboxylate

There total 8 articles about Methyl 3-amino-5-(4-methylphenyl)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: 89.0%

3-amino-5-bromo-thiophene-2-carboxylic acid methyl ester (107818-55-3) + 4-methylphenylboronic acid (5720-05-8) → methyl 3-amino-5-(4-methylphenyl)thiophene-2-carboxylate (37572-21-7)

Guidance literature:

With palladium diacetate; sodium carbonate; triphenylphosphine; In 1,4-dioxane; water; at 80 ℃;

DOI:10.1016/j.tet.2021.132247

Reference yield: 75.0%

(E)-3-Chloro-3-p-tolyl-acrylonitrile (78583-85-4) + Methyl thioglycolate (2365-48-2) → methyl 3-amino-5-(4-methylphenyl)thiophene-2-carboxylate (37572-21-7)

Guidance literature:

With sodium methylate; In methanol; for 3h; Reflux;

DOI:10.1016/j.tetlet.2019.151185

Reference yield: 71.0%

2-bromo-2-chloro-3-(4-methylphenyl)propanenitrile + Methyl thioglycolate (2365-48-2) → methyl 3-amino-5-(4-methylphenyl)thiophene-2-carboxylate (37572-21-7)

Guidance literature:

With sodium methylate; In methanol; for 1h; Reflux;

DOI:10.1002/ejoc.201901512

upstream raw materials:

(E)-3-Chloro-3-p-tolyl-acrylonitrile

Methyl thioglycolate

para-methylacetophenone

p-toluidine

Downstream raw materials:

methyl 3-chloro-5-(4-methylphenyl)-thiophene-2-carboxylate

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