4,-N,N-Dimethylamino-2-(tributylstannyl)pyridine

Base Information

• Chemical Name: 4,-N,N-Dimethylamino-2-(tributylstannyl)pyridine
• CAS No.: 396092-84-5
• Molecular Formula: C19H36 N2 Sn
• Molecular Weight: 411.21
• DSSTox Substance ID: DTXSID80448623
• Mol file: 396092-84-5.mol

Synonyms:396092-84-5;4,-N,N-Dimethylamino-2-(tributylstannyl)pyridine;4-N,N-Dimethylamino-2-(tributylstannyl)-pyridine;N,N-dimethyl-2-tributylstannylpyridin-4-amine;N,N-Dimethyl-2-(tributylstannyl)pyridin-4-amine;4-Pyridinamine, N,N-dimethyl-2-(tributylstannyl)-;4-N,N-Dimethylamino-2-(tributylstannyl)pyridine;DTXSID80448623;AKOS028108835;FT-0734305;A912576;A1-01948;J-400635

Chemical Property of 4,-N,N-Dimethylamino-2-(tributylstannyl)pyridine

Chemical Property:

• PSA: 15.60000
• LogP: 3.92800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 412.190052
• Heavy Atom Count: 22
• Complexity: 259

Purity/Quality:

97% ^*data from raw suppliers

4-N,N-DIMETHYLAMINO-2-(TRIBUTYLSTANNYL)PYRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)C1=NC=CC(=C1)N(C)C

Technology Process of 4,-N,N-Dimethylamino-2-(tributylstannyl)pyridine

There total 1 articles about 4,-N,N-Dimethylamino-2-(tributylstannyl)pyridine 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: 100.0%

dmap (1122-58-3) + tributyltin chloride (1461-22-9) → 4-(N,N-dimethylamino)-2-(tributylstannyl)pyridine (396092-84-5)

Guidance literature:

With n-butyllithium; 2-(N,N-dimethylamino)ethanol; In tetrahydrofuran; hexane; under Ar atm. soln. n-BuLi in hexane was added to soln. 2-dimethylaminoerhanol in THF at -5°C, stirred at 0°C for 30 min, 4-dimethylaminopyridine was added, stirred at 0°C for 1 h, cooled to -78°C,soln. Bu3SnCl in THF was added; after warming to room temp. soln. was concd., residue was distilled at 0.15 mm and 170-180°C, chromy. on alumina (petroleum ether);

DOI:10.1021/ic701798v

Reference yield: 76.0%

(2-iodo-pyridin-4-yl)-dimethyl-amine (396092-83-4) + 4-(N,N-dimethylamino)-2-(tributylstannyl)pyridine (396092-84-5) → N4,N4,N4',N4'-tetramethyl-[2,2'-bipyridine]-4,4'-diamine (85698-56-2)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; In N,N-dimethyl-formamide; at 125 ℃; for 72h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201504591

Reference yield: 61.0%

2-nitrophenyl bromide (577-19-5) + 4-(N,N-dimethylamino)-2-(tributylstannyl)pyridine (396092-84-5) → 4-(N,N-dimethylamino)-2-(2-nitrophenyl)pyridine (1053216-42-4)

Guidance literature:

With copper(l) iodide; cesium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 110 ℃; for 19h;

DOI:10.1016/j.tet.2008.04.101

upstream raw materials:

dmap

tributyltin chloride

Downstream raw materials:

N⁴,N⁴,N^4',N^4'-tetramethyl-[2,2'-bipyridine]-4,4'-diamine

4-(N,N-dimethylamino)-2-(2,4-dinitrophenyl)pyridine

2-(2,4-diaminophenyl)-4-(N,N-dimethylamino)pyridine

N-[5-amino-2-(4-dimethylamino-pyridin-2-yl)-phenyl]-2,2-dimethyl-propionamide