6-Thien-2-ylnicotinonitrile

Base Information

• Chemical Name: 6-Thien-2-ylnicotinonitrile
• CAS No.: 619334-36-0
• Molecular Formula: C₁₀H₆N₂S
• Molecular Weight: 186.237
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40452983
• Mol file: 619334-36-0.mol

Synonyms:619334-36-0;6-thien-2-ylnicotinonitrile;6-(Thiophen-2-yl)nicotinonitrile;6-thiophen-2-ylpyridine-3-carbonitrile;6-(thiophen-2-yl)pyridine-3-carbonitrile;3-Cyano-6-(thien-2-yl)pyridine;3-Pyridinecarbonitrile,6-(2-thienyl)-;SCHEMBL1461854;DTXSID40452983;1H-Indole, 5-bromo-6-methoxy-;VJTKKGHGFNZOLO-UHFFFAOYSA-N;MFCD08741436;AKOS006346733;SB54397;6-(Thien-2-yl)pyridine-3-carbonitrile;TS-02609;CS-0271026;FT-0737061;EN300-239860;F2167-2464;6-THIEN-2-YLNICOTINONITRILE97+%3-CYANO-6-THIEN-2-YLPIRIDINE

Chemical Property of 6-Thien-2-ylnicotinonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 109 °C
• Boiling Point: 335.561°C at 760 mmHg
• Flash Point: 156.742°C
• PSA: 64.92000
• Density: 1.3g/cm³
• LogP: 2.68178
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 186.02516937
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

98%Min ^*data from raw suppliers

6-Thien-2-ylnicotinonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C2=NC=C(C=C2)C#N

Technology Process of 6-Thien-2-ylnicotinonitrile

There total 3 articles about 6-Thien-2-ylnicotinonitrile 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: 82.0%

6-chloronicotinonitrile (33252-28-7) + tributyl(thien-2-yl)stannane (54663-78-4) → 6-(thiophen-2-yl)nicotinonitrile (619334-36-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 100 - 110 ℃; for 24h;

DOI:10.1021/jm0302602

Reference yield:

6-chloronicotinonitrile (33252-28-7) + 2-thiopheneboronic acid pinacol ester (193978-23-3) → 6-(thiophen-2-yl)nicotinonitrile (619334-36-0)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 135 ℃; for 0.5h; Inert atmosphere; Microwave irradiation;

Reference yield:

tributyl(thien-2-yl)stannane (54663-78-4) + 2-bromo-5-cyanopyridine (139585-70-9) → 6-(thiophen-2-yl)nicotinonitrile (619334-36-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b01448

upstream raw materials:

6-chloronicotinonitrile

tributyl(thien-2-yl)stannane

2-thiopheneboronic acid pinacol ester

2-bromo-5-cyanopyridine

Downstream raw materials:

N-hydroxy-6-{5-[4-(N-hydroxycarbamimidoyl)-phenyl]-thiophen-2-yl}-nicotinamidine

6-[5-(4-cyano-phenyl)-thiophen-2-yl]-nicotinonitrile

Refernces

• 1、 -. "SUSTITUTED ( HETEROARYLMETHYL ) THIOHYDANTOINS AS ANTICANCER DRUGS". Page/Page column 74-75. . Retrieved 2011/04/18.