Thieno[2,3-c]quinoline

Base Information

• Chemical Name: Thieno[2,3-c]quinoline
• CAS No.: 233-04-5
• Molecular Formula: C₁₁H₇NS
• Molecular Weight: 185.249
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50545279
• Nikkaji Number: J658.446B
• Wikidata: Q82422721
• Mol file: 233-04-5.mol

Synonyms:233-04-5;Thieno[2,3-c]quinoline;thieno[c]quinoline;Thieno[2,3-c]quinoline (8CI,9CI);thieno[2, 3-c]quinoline;DTXSID50545279

Chemical Property of Thieno[2,3-c]quinoline

Chemical Property:

• Melting Point: 88-89 °C
• Boiling Point: 354.8±15.0 °C(Predicted)
• PKA: 4.47±0.30(Predicted)
• PSA: 41.13000
• Density: 1.319±0.06 g/cm3(Predicted)
• LogP: 3.44950
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 185.02992040
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

THIENO[2,3-C]QUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(C=N2)SC=C3

Technology Process of Thieno[2,3-c]quinoline

There total 10 articles about Thieno[2,3-c]quinoline 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: 99.0%

3-(2-(azidomethyl)phenyl)thiophene (1618650-52-4) → thieno[2,3-c]quinoline (233-04-5)

Guidance literature:

3-(2-(azidomethyl)phenyl)thiophene; With trifluorormethanesulfonic acid; In dichloromethane; at 20 ℃; for 3h;

With iodine; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1039/c4ob00797b

Reference yield: 86.0%

3-chlorothiophene-2-carboxaldehyde (67482-48-8) + 2-anilineboronic acid pinacol ester (191171-55-8) → thieno[2,3-c]quinoline (233-04-5)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate; In dimethyl sulfoxide; at 120 ℃; for 8h; Inert atmosphere;

DOI:10.1002/ejoc.201600220

Reference yield: 76.0%

2-diazo-1-phenyl-2-(phenylsulfonyl)ethan-1-one (28322-50-1) + 3-(o-aminophenyl)thiophene (96919-49-2) → thieno[2,3-c]quinoline (233-04-5)

Guidance literature:

With oxygen; trifluoroacetic acid; at 100 ℃; for 15h;

DOI:10.1039/d0sc05763k

upstream raw materials:

N-acetyl-2-bromoaniline

2-formylthiophene-3-boronic acid

2-(3'-thiophene)benzyl bromide

2-(thien-3-yl)benzaldehyde

Refernces

• 1、 Elbert, Sven M.,Wagner, Philippe,Kanagasundaram, Thines,Rominger, Frank,Mastalerz, Michael. "Boroquinol Complexes with Fused Extended Aromatic Backbones: Synthesis and Optical Properties". supporting information. p. 935 - 945. Retrieved 2017/02/05.
• 2、 Tummatorn, Jumreang,Krajangsri, Suppachai,Norseeda, Krissada,Thongsornkleeb, Charnsak,Ruchirawat, Somsak. "A new synthetic approach to 6-unsubstituted phenanthridine and phenanthridine-like compounds under mild and metal-free conditions". . p. 5077 - 5081. Retrieved 2014/07/08.