Thieno[2,3-c]pyridin-7(6H)-one

Base Information

• Chemical Name: Thieno[2,3-c]pyridin-7(6H)-one
• CAS No.: 28981-13-7
• Molecular Formula: C7H5NOS
• Molecular Weight: 151.189
• Hs Code.: 2934999090
• European Community (EC) Number: 852-026-4
• ChEMBL ID: CHEMBL3344064
• DSSTox Substance ID: DTXSID40407236
• Nikkaji Number: J1.938.339C
• Wikidata: Q82212487
• Mol file: 28981-13-7.mol

Synonyms:Thieno[2,3-c]pyridin-7(6H)-one;28981-13-7;6H-thieno[2,3-c]pyridin-7-one;Thieno[2,3-c]pyridin-7-ol;6H,7H-thieno[2,3-c]pyridin-7-one;MFCD00122278;SCHEMBL390375;CHEMBL3344064;SCHEMBL15391120;DTXSID40407236;RIYCFWXOWRQFFK-UHFFFAOYSA-N;thieno[2,3-c]pyridin-7(6H)one;6H-thieno[2, 3-c]pyridin-7-one;AKOS016011721;PB42472;AS-60250;SY042413;CS-0035928;FT-0741879;EN300-182695;W10320;A924599;Z1216812547

Chemical Property of Thieno[2,3-c]pyridin-7(6H)-one

Chemical Property:

• Melting Point: 195 °C
• Boiling Point: 406.0±45.0 °C(Predicted)
• PKA: 12.36±0.20(Predicted)
• PSA: 61.36000
• Density: 1.355±0.06 g/cm3(Predicted)
• LogP: 2.00190
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 151.00918496
• Heavy Atom Count: 10
• Complexity: 190

Purity/Quality:

99.3% ^*data from raw suppliers

Thieno[2,3-C]pyridin-7(6H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC(=O)C2=C1C=CS2
• Uses: Thieno[2,3-c]pyridin-7(6H)-one is used in the study of direct and regioselective monofluorination of N-protected pyridone derivatives

Technology Process of Thieno[2,3-c]pyridin-7(6H)-one

There total 19 articles about Thieno[2,3-c]pyridin-7(6H)-one 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: 49.0%

vinyl acetate (108-05-4,9003-20-7) + (thiophen-2-yl)formamido 2,2-dimethylpropanoate (1400655-60-8) → 6H-Thieno[2,3-c]pyridin-7-one (28981-13-7)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; In methanol; at 45 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ol502095z

Reference yield:

C9H12N2OS → 6H-Thieno[2,3-c]pyridin-7-one (28981-13-7)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 80 ℃; for 2h; Temperature; Reagent/catalyst;

Reference yield:

trans-3-(3-thienyl)acrylic acid (1195-52-4,102696-71-9) + chloroformic acid ethyl ester (541-41-3) → 6H-Thieno[2,3-c]pyridin-7-one (28981-13-7)

Guidance literature:

With tributyl-amine; triethylamine; In diphenylether; water; acetone;

upstream raw materials:

7-oxo-6,7-dihydro-thieno[2,3-c]pyridine-5-carboxylic acid

7-ethoxy-thieno[2,3-c]pyridine-5-carboxylic acid

2-azido-3-(2-formyl-thiophen-3-yl)-acrylic acid ethyl ester

2-azido-3-(2-diethoxymethyl-thiophen-3-yl)-acrylic acid ethyl ester

Downstream raw materials:

7-chlorothieno<2,3-c>pyridine

C₂₈H₂₅NO₆S

C₂₈H₂₄INO₅S₂

C₂₈H₂₄INO₆S

Refernces

• 1、 Sakurai, Fumie,Yukawa, Takafumi,Taniguchi, Takahiko. "Direct and Regioselective Monofluorination of N-Protected Pyridone Derivatives using N-Fluorobenzenesulfonimide (NFSI)". supporting information. p. 7254 - 7257. Retrieved 2019/10/02.
• 2、 Li, Lingjun,Degardin, Melissa,Lavergne, Thomas,Malyshev, Denis A.,Dhami, Kirandeep,Ordoukhanian, Phillip,Romesberg, Floyd E.. "Natural-like replication of an unnatural base pair for the expansion of the genetic alphabet and biotechnology applications". supporting information. p. 826 - 829. Retrieved 2014/02/14.