2-(Methylthio)-5-(tributylstannyl)pyrimidine

Base Information

• Chemical Name: 2-(Methylthio)-5-(tributylstannyl)pyrimidine
• CAS No.: 120717-37-5
• Molecular Formula: C₁₇H₃₂N₂SSn
• Molecular Weight: 415.23
• Hs Code.: 29335990
• DSSTox Substance ID: DTXSID80376851
• Wikidata: Q82165753
• Mol file: 120717-37-5.mol

Synonyms:2-(Methylthio)-5-(tributylstannyl)pyrimidine;120717-37-5;2-Methylthio-5-(tributylstannyl)pyrimidine;Tributyl-(2-methylsulfanylpyrimidin-5-yl)stannane;2-(methylsulfanyl)-5-(tributylstannyl)pyrimidine;SCHEMBL12502896;DTXSID80376851;XLWUNYIXRVXVMN-UHFFFAOYSA-N;VEA71737;AKOS015852382;FT-0685303;2-methylsulfanyl-5-tributylstannanyl-pyrimidine;2-Methylthio-5-(tributylstannyl)pyrimidine, 95%;J-510114

Chemical Property of 2-(Methylthio)-5-(tributylstannyl)pyrimidine

Chemical Property:

• Vapor Pressure: 2.41E-07mmHg at 25°C
• Refractive Index: n20/D 1.544
• Boiling Point: 434.4°C at 760 mmHg
• Flash Point: 216.5°C
• PSA: 51.08000
• Density: 1.193g/mLat 25℃
• LogP: 5.25460
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 416.130823
• Heavy Atom Count: 21
• Complexity: 233

Purity/Quality:

98%Min ^*data from raw suppliers

2-Methylthio-5-(tributylstannyl)pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N,T
• Hazard Codes: Xi,N,T
• Statements: 21-25-36/38-48/23/25-50/53
• Safety Statements: 35-36/37/39-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)C1=CN=C(N=C1)SC
• Uses: 2-Methylthio-5-(tributylstannyl)pyrimidine is used as a reactant in the preparation of N-(2-pyridinyl) amides as non-steroidal brassinosteroid mimetics useful as plant growth regulating compounds.

Technology Process of 2-(Methylthio)-5-(tributylstannyl)pyrimidine

There total 4 articles about 2-(Methylthio)-5-(tributylstannyl)pyrimidine 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: 72.0%

5-bromo-2-methylthiopyrimidine (14001-67-3) + tetrabutyl ammonium fluoride (429-41-4) + bis(tri-n-butyltin) (813-19-4) → 2-methylthio-5-tributylstannylpyrimidine (120717-37-5)

Guidance literature:

bis(η3-allyl-μ-chloropalladium(II)); In tetrahydrofuran; addn. of Bu4NF in THF to mixture of pyrimidine deriv., Bu6Sn2 and Pd-catalyst (N2-stream); stirring at ambiente temp. for 4h; GLC-monitoring; addn. of EtOAc; washing (water); flash chromy. (silica; hexane/EtOAc 1:1); distn.;

Reference yield: 71.0%

5-bromo-2-methylthiopyrimidine (14001-67-3) + tributylstannyllithium (4226-01-1) → 2-methylthio-5-tributylstannylpyrimidine (120717-37-5)

Guidance literature:

In tetrahydrofuran; addn. of pyrimidine deriv. in THF to stannyl-THF soln. at -78°C while stirring (N2); after 10h quenching with NH4Cl soln.; extn. (EtOAc); washing, drying; flash chromy. (silica; hexane/EtOAc 1:1); distn.;

Reference yield: 50.0%

5-bromo-2-methylthiopyrimidine (14001-67-3) + tributylstannylcopper(I) → 2-methylthio-5-tributylstannylpyrimidine (120717-37-5)

Guidance literature:

In tetrahydrofuran; addn. of pyrimidine deriv. in THF to stannyl-THF soln. at -78°C while stirring (N2); after 10h quenching with NH4Cl soln.; extn. (EtOAc); washing, drying; flash chromy. (silica; hexane/EtOAc 1:1); distn.;

upstream raw materials:

5-bromo-2-methylthiopyrimidine

tributylstannyllithium

tetrabutyl ammonium fluoride

bis(tri-n-butyltin)

Downstream raw materials:

2,2'-bismethylthio-5,5'-bipyrimidine

2-methylthio-5-(1-phenylsulfonylpyrrol-3-ylcarbonyl)pyrimidine

Refernces