Ethyl 5-(methylamino)-2-phenylthiazole-4-carboxylate

Base Information

• Chemical Name: Ethyl 5-(methylamino)-2-phenylthiazole-4-carboxylate
• CAS No.: 128269-82-9
• Molecular Formula: C13H14N2O2S
• Molecular Weight: 262.332
• DSSTox Substance ID: DTXSID601218810
• Nikkaji Number: J344.474K
• Mol file: 128269-82-9.mol

Synonyms:128269-82-9;ETHYL 5-(METHYLAMINO)-2-PHENYLTHIAZOLE-4-CARBOXYLATE;ethyl 5-(methylamino)-2-phenyl-1,3-thiazole-4-carboxylate;SCHEMBL22658965;DTXSID601218810;AB55455;Ethyl 5-(methylamino)-2-phenyl-4-thiazolecarboxylate

Chemical Property of Ethyl 5-(methylamino)-2-phenylthiazole-4-carboxylate

Chemical Property:

• PSA: 79.46000
• LogP: 3.10150
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 262.07759887
• Heavy Atom Count: 18
• Complexity: 282

Purity/Quality:

98%min ^*data from raw suppliers

ETHYL-5-(METHYLAMINO)-2-PHENYLTHIAZOLE-4-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(SC(=N1)C2=CC=CC=C2)NC

Technology Process of Ethyl 5-(methylamino)-2-phenylthiazole-4-carboxylate

There total 6 articles about Ethyl 5-(methylamino)-2-phenylthiazole-4-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: 88.0%

2-phenyl-4-<(N-methylamino)thiocarbonyl>-5-ethoxyoxazole (128242-95-5) → 2-phenyl-4-(ethoxycarbonyl)-5-(N-methylamino)thiazole (128269-82-9)

Guidance literature:

In toluene; for 17h; Heating;

DOI:10.1021/jo00301a056

Reference yield: 57.0%

methyl iodide (74-88-4) + 5-amino-2-phenylthiazole-4-carboxylic acid ethyl ester (31785-06-5) → 2-phenyl-4-(ethoxycarbonyl)-5-(N-methylamino)thiazole (128269-82-9)

Guidance literature:

5-amino-2-phenylthiazole-4-carboxylic acid ethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃;

methyl iodide; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 3h;

DOI:10.1021/acsmedchemlett.0c00338

Reference yield:

ethyl 5-((diphenylmethylene)amino)-2-phenylthiazole-4-carboxylate → 2-phenyl-4-(ethoxycarbonyl)-5-(N-methylamino)thiazole (128269-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / tetrahydrofuran / 5 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.58 h / Cooling with ice

2.2: 3 h / 20 °C

With hydrogenchloride; sodium hydride; In tetrahydrofuran; mineral oil;

upstream raw materials:

2-phenyl-4-<(N-methylamino)thiocarbonyl>-5-ethoxyoxazole

2-phenyl-5-ethoxyoxazole-4-carboxylic acid chloride

2-phenyl-4-<(N-methylamino)carbonyl>-5-ethoxyoxazole

methyl iodide