ethyl 3-methyl-5-(phenoxycarbonylamino)thiophene-2-carboxylate

Base Information

• Chemical Name: ethyl 3-methyl-5-(phenoxycarbonylamino)thiophene-2-carboxylate
• CAS No.: 1072806-46-2
• Molecular Formula: C₁₅H₁₅NO₄S
• Molecular Weight: 305.354
• Mol file: 1072806-46-2.mol

Synonyms:ethyl 3-methyl-5-(phenoxycarbonylamino)thiophene-2-carboxylate

Chemical Property of ethyl 3-methyl-5-(phenoxycarbonylamino)thiophene-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-methyl-5-(phenoxycarbonylamino)thiophene-2-carboxylate

There total 2 articles about ethyl 3-methyl-5-(phenoxycarbonylamino)thiophene-2-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: 96.0%

ethyl 5-amino-3-methylthiophene-2-carboxylate (88796-28-5) + phenyl chloroformate (1885-14-9) → ethyl 3-methyl-5-(phenoxycarbonylamino)thiophene-2-carboxylate (1072806-46-2)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield:

5-Amino-2-ethoxycarbonyl-3-methyl-thiophen-hydrochlorid (41940-43-6) → ethyl 3-methyl-5-(phenoxycarbonylamino)thiophene-2-carboxylate (1072806-46-2)

Guidance literature:

Multi-step reaction with 2 steps

1: water; sodium hydrogencarbonate / dichloromethane / 0.25 h

2: pyridine / dichloromethane / 0.5 h / 20 °C

With pyridine; water; sodium hydrogencarbonate; In dichloromethane;

Reference yield:

ethyl 3-methyl-5-(phenoxycarbonylamino)thiophene-2-carboxylate (1072806-46-2) → 3-methyl-5-(1-(4-(methylsulfonyl)benzyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)thiophene-2-carboxylic acid (1072805-03-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrazine / tetrahydrofuran / 2.5 h

2.1: toluene-4-sulfonic acid / ethanol / 16.5 h / 5 °C / Heating / reflux

3.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 80 °C

4.1: sodium hydroxide; ethanol; water / 1 h / Heating / reflux

4.2: 0 °C / pH ~ 2

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C

With sodium hydroxide; ethanol; water; potassium carbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; hydrazine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

upstream raw materials:

ethyl 5-amino-3-methylthiophene-2-carboxylate

phenyl chloroformate

5-Amino-2-ethoxycarbonyl-3-methyl-thiophen-hydrochlorid

Downstream raw materials:

5-(1-(4-fluorobenzyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)-3-methylthiophene-2-carboxylic acid

ethyl 5-(1-(4-fluorobenzyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)-3-methylthiophene-2-carboxylate

3-methyl-5-(1-(4-(methylsulfonyl)benzyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)thiophene-2-carboxylic acid