7-Ethyl-2-methyl-4-oxo-4,7-dihydrothieno(2,3-b)pyridine-5-carboxylic acid

Base Information

• Chemical Name: 7-Ethyl-2-methyl-4-oxo-4,7-dihydrothieno(2,3-b)pyridine-5-carboxylic acid
• CAS No.: 55503-20-3
• Molecular Formula: C₁₁H₁₁NO₃S
• Molecular Weight: 237.279
• DSSTox Substance ID: DTXSID40204085
• Nikkaji Number: J446.423K
• Wikidata: Q83077540
• Mol file: 55503-20-3.mol

Synonyms:7-ethyl-2-methyl-4-oxo-4,7-dihydrothieno(2,3-b)pyridine-5-carboxylic acid;EMODHTP

Chemical Property of 7-Ethyl-2-methyl-4-oxo-4,7-dihydrothieno(2,3-b)pyridine-5-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.2E-07mmHg at 25°C
• Boiling Point: 407.9°C at 760 mmHg
• Flash Point: 200.5°C
• PSA: 87.54000
• Density: 1.39g/cm³
• LogP: 2.08950
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 237.04596439
• Heavy Atom Count: 16
• Complexity: 366

Purity/Quality:

99% ^*data from raw suppliers

2-ETHYL-4-OXO-4,7-DIHYDROTHIENO(2,3-B)PYRIDINE-5-CARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C=C(C(=O)C2=C1SC(=C2)C)C(=O)O

Technology Process of 7-Ethyl-2-methyl-4-oxo-4,7-dihydrothieno(2,3-b)pyridine-5-carboxylic acid

There total 6 articles about 7-Ethyl-2-methyl-4-oxo-4,7-dihydrothieno(2,3-b)pyridine-5-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:

aqueous potassium hydroxide + ethyl iodide (75-03-6) + 2-methyl-4-oxo-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester (55503-12-3) → 7-ethyl-2-methyl-4-oxo-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid (55503-20-3)

Guidance literature:

With hydrogenchloride; In ethanol; water;

Reference yield:

ethyl 7-ethyl-4,7-dihydro-2-methyl-4-oxo-thieno <2,3-b> pyridine-5-carboxylate (55503-28-1) → 7-ethyl-2-methyl-4-oxo-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid (55503-20-3)

Guidance literature:

With sodium hydroxide; for 1h; Heating;

Reference yield:

diethyl N-(5-methyl-2-thienyl)aminomethylenemalonate (55502-88-0) → 7-ethyl-2-methyl-4-oxo-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid (55503-20-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) KOH / 1.) acetone, reflux, 3 h; 2.) DMF, reflux, 10 h

2: 70 percent / polyphosphoric acid / 0.33 h / 120 °C

3: 0.1N NaOH / ethanol / Ambient temperature

With potassium hydroxide; sodium hydroxide; PPA; In ethanol;

DOI:10.1016/0223-5234(87)90009-2

upstream raw materials:

ethyl 7-ethyl-4,7-dihydro-2-methyl-4-oxo-thieno <2,3-b> pyridine-5-carboxylate

diethyl N-(5-methyl-2-thienyl)aminomethylenemalonate

2-methyl-4-oxo-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester

ethyl iodide