2-Ethyl-5-methyl-1,3-oxazole-4-carboxylic acid

Base Information

• Chemical Name: 2-Ethyl-5-methyl-1,3-oxazole-4-carboxylic acid
• CAS No.: 113366-77-1
• Molecular Formula: C₇H₉NO₃
• Molecular Weight: 155.153
• DSSTox Substance ID: DTXSID30550760
• Wikidata: Q82430191
• Mol file: 113366-77-1.mol

Synonyms:113366-77-1;2-Ethyl-5-methyl-1,3-oxazole-4-carboxylic acid;4-Oxazolecarboxylicacid,2-ethyl-5-methyl-(9CI);2-Ethyl-5-methyloxazole-4-carboxylic acid;SCHEMBL9917050;DTXSID30550760;AKOS011518030;2-Ethyl-5-methyloxazole-4-carboxylicacid;CS-0239355;EN300-210880;Z969117658

Chemical Property of 2-Ethyl-5-methyl-1,3-oxazole-4-carboxylic acid

Chemical Property:

• Boiling Point: 276.6±20.0 °C(Predicted)
• PKA: 4.07±0.10(Predicted)
• PSA: 63.33000
• Density: 1.220±0.06 g/cm3(Predicted)
• LogP: 1.24360
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 155.058243149
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

2-Ethyl-5-methyl-1,3-oxazole-4-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=NC(=C(O1)C)C(=O)O

Technology Process of 2-Ethyl-5-methyl-1,3-oxazole-4-carboxylic acid

There total 3 articles about 2-Ethyl-5-methyl-1,3-oxazole-4-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: 68.0%

ethyl 2-ethyl-5-methylthiazole-4-carboxylate (137267-49-3) → 2-ethyl-5-methyloxazole-4-carboxylic acid (113366-77-1)

Guidance literature:

With potassium hydroxide; In ethanol; for 48h; Ambient temperature;

Reference yield:

2,5-dimethyl-1,3-oxazole-4-carboxylic acid (23000-14-8) + methyl iodide (74-88-4) → 2-ethyl-5-methyloxazole-4-carboxylic acid (113366-77-1) + 5-ethyl-2-methyloxazole-4-carboxylic acid (113366-75-9)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) -78 deg C;

DOI:10.1016/S0040-4039(00)95542-4

Reference yield:

ethyl N-propionyl-2-aminoacetoacetate (137267-37-9) → 2-ethyl-5-methyloxazole-4-carboxylic acid (113366-77-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / SOCl₂ / benzene / 1.) 30 deg C, 10 min, 2.) water-pump vacuum, 0.5 h

2: 68 percent / KOH / ethanol / 48 h / Ambient temperature

With potassium hydroxide; thionyl chloride; In ethanol; benzene;

upstream raw materials:

2,5-dimethyl-1,3-oxazole-4-carboxylic acid

methyl iodide

ethyl 2-ethyl-5-methylthiazole-4-carboxylate

ethyl N-propionyl-2-aminoacetoacetate