3,4-Dihydro[1]benzothieno[2,3-c]pyridin-1(2h)-one

Base Information

• Chemical Name: 3,4-Dihydro[1]benzothieno[2,3-c]pyridin-1(2h)-one
• CAS No.: 29970-68-1
• Molecular Formula: C₁₁H₉NOS
• Molecular Weight: 203.265
• NSC Number: 108788
• DSSTox Substance ID: DTXSID90296319
• Wikidata: Q82036856
• Mol file: 29970-68-1.mol

Synonyms:29970-68-1;3,4-dihydro[1]benzothieno[2,3-c]pyridin-1(2h)-one;NSC108788;SCHEMBL1393376;DTXSID90296319;GOZNAVOLNBPGLX-UHFFFAOYSA-N;NSC-108788;8-Thia-5-azatricyclo[7.4.0.02,7]trideca-1(9),2(7),10,12-tetraen-6-one

Chemical Property of 3,4-Dihydro[1]benzothieno[2,3-c]pyridin-1(2h)-one

Chemical Property:

• Vapor Pressure: 4.25E-10mmHg at 25°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 203.04048508
• Heavy Atom Count: 14
• Complexity: 256

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CNC(=O)C2=C1C3=CC=CC=C3S2

Technology Process of 3,4-Dihydro[1]benzothieno[2,3-c]pyridin-1(2h)-one

There total 5 articles about 3,4-Dihydro[1]benzothieno[2,3-c]pyridin-1(2h)-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: 23.0%

carbon monoxide (201230-82-2) + [Pd2(μ-Cl)2{κ2(C,N-(C8H4S)CH2CH2NH2-3)}2]·2MeCN → 3,4-dihydro[1]benzothieno[2,3-c]pyridin-1(2H)-one (29970-68-1)

Guidance literature:

With triethylamine; In chloroform; at 65 ℃; for 48h; under 912.061 Torr;

DOI:10.1021/acs.organomet.8b00682

Reference yield:

(2-benzo[b]thiophen-3-yl-ethyl)-carbamic acid ethyl ester (412335-63-8) → 3,4-dihydro[1]benzothieno[2,3-c]pyridin-1(2H)-one (29970-68-1)

Guidance literature:

With phosphorus pentoxide; trichlorophosphate; In xylene; for 1h; Heating;

DOI:10.1039/j39700002269

Reference yield:

2-(benzo[b]thiophen-3-yl)acetonitrile (3216-48-6) → 3,4-dihydro[1]benzothieno[2,3-c]pyridin-1(2H)-one (29970-68-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: borane-THF / tetrahydrofuran / 3.5 h / 20 °C / Inert atmosphere

1.2: 1 h / 100 °C / Inert atmosphere

2.1: 24 h / 20 °C

3.1: triethylamine / chloroform / 48 h / 65 °C / 912.06 Torr

With borane-THF; triethylamine; In tetrahydrofuran; chloroform;

DOI:10.1021/acs.organomet.8b00682

upstream raw materials:

(2-benzo[b]thiophen-3-yl-ethyl)-carbamic acid ethyl ester

1,2-dihydro-benzo[b]cyclopenta[d]thiophen-3-one (Z)-oxime

2-(benzo[b]thiophen-3-yl)acetonitrile

2-(benzothien-3-yl)ethylamine hydrochloride

Refernces