5-Ethoxy-N,2-dimethyl-1,3-oxazole-4-carboxamide

Base Information

• Chemical Name: 5-Ethoxy-N,2-dimethyl-1,3-oxazole-4-carboxamide
• CAS No.: 128242-88-6
• Molecular Formula: C₈H₁₂N₂O₃
• Molecular Weight: 184.195
• DSSTox Substance ID: DTXSID60562215
• Wikidata: Q82446276
• Mol file: 128242-88-6.mol

Synonyms:128242-88-6;5-ETHOXY-N,2-DIMETHYL-1,3-OXAZOLE-4-CARBOXAMIDE;5-ETHOXY-N,2-DIMETHYLOXAZOLE-4-CARBOXAMIDE;DTXSID60562215;AKOS006312573;AB55438

Chemical Property of 5-Ethoxy-N,2-dimethyl-1,3-oxazole-4-carboxamide

Chemical Property:

• PSA: 64.36000
• LogP: 1.13220
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 184.08479225
• Heavy Atom Count: 13
• Complexity: 186

Purity/Quality:

98%min ^*data from raw suppliers

5-ETHOXY-N-2-DIMETHYLOXAZOLE-4-CARBOXAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC1=C(N=C(O1)C)C(=O)NC

Technology Process of 5-Ethoxy-N,2-dimethyl-1,3-oxazole-4-carboxamide

There total 3 articles about 5-Ethoxy-N,2-dimethyl-1,3-oxazole-4-carboxamide 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: 82.0%

methylamine (74-89-5) + 2-methyl-4-(chlorocarbonyl)-5-ethoxyoxazole (3357-62-8) → 2-methyl-4-<(N-methylamino)carbonyl>-5-ethoxyoxazole (128242-88-6)

Guidance literature:

In water;

DOI:10.1021/jo00301a056

Reference yield:

2-methyl-5-ethoxyoxazole-4-carboxylic acid (3357-56-0) → 2-methyl-4-<(N-methylamino)carbonyl>-5-ethoxyoxazole (128242-88-6)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride, DMF / CH₂Cl₂ / 2 h / Ambient temperature

2: 82 percent / H₂O

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; water;

DOI:10.1021/jo00301a056

Reference yield:

ethyl 5-methoxy-2-methyl-1,3-oxazole-4-carboxylate (3357-55-9) → 2-methyl-4-<(N-methylamino)carbonyl>-5-ethoxyoxazole (128242-88-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / aqueous NaOH / 0.17 h

2: oxalyl chloride, DMF / CH₂Cl₂ / 2 h / Ambient temperature

3: 82 percent / H₂O

With sodium hydroxide; oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; water;

DOI:10.1021/jo00301a056

upstream raw materials:

methylamine

2-methyl-4-(chlorocarbonyl)-5-ethoxyoxazole

2-methyl-5-ethoxyoxazole-4-carboxylic acid

ethyl 5-methoxy-2-methyl-1,3-oxazole-4-carboxylate

Downstream raw materials:

2-methyl-4-(ethoxycarbonyl)-5-(N-methylamino)thiazole

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