Methyl 2-amino-4-(4-methoxyphenyl)thiazole-5-carboxylate

Base Information

• Chemical Name: Methyl 2-amino-4-(4-methoxyphenyl)thiazole-5-carboxylate
• CAS No.: 218631-55-1
• Molecular Formula: C₁₂H₁₂N₂O₃S
• Molecular Weight: 264.305
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID10592587
• Wikidata: Q82486769
• Mol file: 218631-55-1.mol

Synonyms:218631-55-1;METHYL 2-AMINO-4-(4-METHOXYPHENYL)THIAZOLE-5-CARBOXYLATE;Methyl 2-amino-4-(4-methoxyphenyl)-1,3-thiazole-5-carboxylate;2-AMINO-4-(4-METHOXYPHENYL)-5-THIAZOLECARBOXYLIC ACID METHYL ESTER;SCHEMBL7054148;DTXSID10592587;UBSRFDCUXNFFFV-UHFFFAOYSA-N;METHYL2-AMINO-4-(4-METHOXYPHENYL)THIAZOLE-5-CARBOXYLATE;MFCD09998945;AKOS015854653;BS-23604;DA-08114;CS-0211971;EN300-7359491;5-Methoxycarbonyl-4-p-methoxyphenyl-2-thiazolamine;A878895;2-Amino-4-(4-methoxyphenyl)-5-(carbomethoxy)thiazole

Chemical Property of Methyl 2-amino-4-(4-methoxyphenyl)thiazole-5-carboxylate

Chemical Property:

• Boiling Point: 471.9±40.0 °C(Predicted)
• PKA: 2.65±0.10(Predicted)
• PSA: 102.68000
• Density: 1.311±0.06 g/cm3(Predicted)
• LogP: 2.76870
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 264.05686342
• Heavy Atom Count: 18
• Complexity: 295

Purity/Quality:

97% ^*data from raw suppliers

Methyl2-Amino-4-(4-methoxyphenyl)thiazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=C(SC(=N2)N)C(=O)OC

Technology Process of Methyl 2-amino-4-(4-methoxyphenyl)thiazole-5-carboxylate

There total 3 articles about Methyl 2-amino-4-(4-methoxyphenyl)thiazole-5-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: 75.0%

→ methyl 2-amino-4-(4-methoxyphenyl)thiazole-5-carboxylate (218631-55-1)

Guidance literature:

Reference yield: 66.0%

methyl 3-(4-methoxybenzoyl)acetate (22027-50-5) + thiourea (17356-08-0) → methyl 2-amino-4-(4-methoxyphenyl)thiazole-5-carboxylate (218631-55-1)

Guidance literature:

With tert.-butylhydroperoxide; 2,2'-azobis(isobutyronitrile); In methanol; at 20 - 65 ℃;

DOI:10.1016/j.tet.2018.02.064

Reference yield:

1-(4-methoxyphenyl)ethanone (100-06-1) → methyl 2-amino-4-(4-methoxyphenyl)thiazole-5-carboxylate (218631-55-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran / Reflux

2: tert.-butylhydroperoxide; 2,2'-azobis(isobutyronitrile) / methanol / 20 - 65 °C

With tert.-butylhydroperoxide; 2,2'-azobis(isobutyronitrile); sodium hydride; In tetrahydrofuran; methanol;

DOI:10.1016/j.tet.2018.02.064

upstream raw materials:

methyl 3-(4-methoxybenzoyl)acetate

thiourea

1-(4-methoxyphenyl)ethanone