5-Ethoxyoxazole-2-carboxylic acid

Base Information

• Chemical Name: 5-Ethoxyoxazole-2-carboxylic acid
• CAS No.: 68208-10-6
• Molecular Formula: C₆H₇NO₄
• Molecular Weight: 157.126
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20498187
• Nikkaji Number: J988.458K
• Wikidata: Q82348085
• Mol file: 68208-10-6.mol

Synonyms:68208-10-6;5-ETHOXYOXAZOLE-2-CARBOXYLIC ACID;5-Ethoxy-1,3-oxazole-2-carboxylic acid;5-Ethoxy-2-oxazolecarboxylic Acid;2-Oxazolecarboxylic acid, 5-ethoxy-;SCHEMBL7823793;DTXSID20498187;AAYBYAJILNABIT-UHFFFAOYSA-N;5-ETHOXYOXAZOLE-2-CARBOXYLICACID;CS-0454897

Chemical Property of 5-Ethoxyoxazole-2-carboxylic acid

Chemical Property:

• PSA: 72.56000
• LogP: 0.77150
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 157.03750770
• Heavy Atom Count: 11
• Complexity: 150

Purity/Quality:

5-Ethoxy-2-oxazolecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CN=C(O1)C(=O)O
• Uses: 5-Ethoxy-2-oxazolecarboxylic Acid, is the oxazole derivative, used in the organic syntheiss. 5-Ethoxy-2-oxazolecarboxylic Acid, is also used as an intermediate in the synthesis of hydroxy-substituted aza-analogs of antitumor anthrapyrazoles.

Technology Process of 5-Ethoxyoxazole-2-carboxylic acid

There total 2 articles about 5-Ethoxyoxazole-2-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: 90.0%

5-ethoxy-2-ethoxycarbonyloxazole (68208-09-3) → 5-ethoxy-oxazole-2-carboxylic acid (68208-10-6)

Guidance literature:

With sodium hydroxide; In water; for 1h; Ambient temperature;

DOI:10.1002/jhet.5570320605

Reference yield:

[(2-ethoxy-2-oxoethyl)amino]oxoacetic acid ethyl ester (29655-79-6) → 5-ethoxy-oxazole-2-carboxylic acid (68208-10-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / P₂O₅ / acetonitrile / 1 h / 65 - 70 °C

2: 90 percent / NaOH / H₂O / 1 h / Ambient temperature

With sodium hydroxide; phosphorus pentoxide; In water; acetonitrile;

DOI:10.1002/jhet.5570320605

Reference yield: 76.0%

dimethyl cis-but-2-ene-1,4-dioate (624-48-6) + 5-ethoxy-oxazole-2-carboxylic acid (68208-10-6) → 5-hydroxypyridine-3,4-dicarboxylic acid dimethyl ester (19804-07-0)

Guidance literature:

at 100 ℃; for 5h;

DOI:10.1002/jhet.5570320605

upstream raw materials:

5-ethoxy-2-ethoxycarbonyloxazole

[(2-ethoxy-2-oxoethyl)amino]oxoacetic acid ethyl ester

Downstream raw materials:

5-ethoxyoxazole

5-hydroxypyridine-3,4-dicarboxylic acid dimethyl ester

methyl 5-hydroxy-4-(2,5-difluorobenzoyl)nicotinate

methyl 5-hydroxy-4-(2'-fluoro-5'-chlorobenzoyl)nicotinate

Refernces