4,6-Dichloro-2-methylthio-5-phenylpyrimidine

Base Information

• Chemical Name: 4,6-Dichloro-2-methylthio-5-phenylpyrimidine
• CAS No.: 64415-11-8
• Molecular Formula: C11H8 Cl2 N2 S
• Molecular Weight: 271.17
• European Community (EC) Number: 264-877-3
• DSSTox Substance ID: DTXSID80214668
• Nikkaji Number: J236.477H
• Wikidata: Q83090556
• Mol file: 64415-11-8.mol

Synonyms:4,6-Dichloro-2-methylthio-5-phenylpyrimidine;64415-11-8;4,6-dichloro-2-(methylthio)-5-phenylpyrimidine;4,6-dichloro-2-methylsulfanyl-5-phenylpyrimidine;EINECS 264-877-3;Pyrimidine, 4,6-dichloro-2-(methylthio)-5-phenyl-;SCHEMBL4844072;C11-H8-Cl2-N2-S;LMTMZMBTPXASSW-UHFFFAOYSA-;DTXSID80214668;SB57926;FT-0640942;4,6-Dichloro-2-(methylsulfanyl)-5-phenylpyrimidine #;4,6-DICHLORO-2-METHYLTHIO-5-PHENYLPYRIMIDINE, 95%

Chemical Property of 4,6-Dichloro-2-methylthio-5-phenylpyrimidine

Chemical Property:

• Vapor Pressure: 3.55E-05mmHg at 25°C
• Melting Point: 107-111 °C(lit.)
• Refractive Index: 1.6300 (estimate)
• Boiling Point: 364.3°C at 760 mmHg
• PKA: -5.15±0.39(Predicted)
• Flash Point: 174.1°C
• PSA: 51.08000
• Density: 1.43g/cm³
• LogP: 4.17230
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 269.9785248
• Heavy Atom Count: 16
• Complexity: 212

Purity/Quality:

98%,99%, ^*data from raw suppliers

4,6-Dichloro-2-methylthio-5-phenylpyrimidine 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=NC(=C(C(=N1)Cl)C2=CC=CC=C2)Cl
• Uses: 4,6-Dichloro-2-methylthio-5-phenylpyrimidine was used in the synthesis of cinchona alkaloid-derived catalysts.

Technology Process of 4,6-Dichloro-2-methylthio-5-phenylpyrimidine

There total 4 articles about 4,6-Dichloro-2-methylthio-5-phenylpyrimidine 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: 22.0%

methyl thiocyanate (556-64-9) + 2-Phenyl-propanedioyl dichloride (37818-48-7) → 4,6-dichloro-2-methylthio-5-phenylpyrimidine (64415-11-8)

Guidance literature:

at 150 ℃;

Reference yield:

2-methylsulfanyl-5-phenyl-1H-pyrimidine-4,6-dione (6327-17-9) → 4,6-dichloro-2-methylthio-5-phenylpyrimidine (64415-11-8)

Guidance literature:

With triethylamine; trichlorophosphate; for 3h; Reflux;

DOI:10.1080/00397911.2017.1421664

Reference yield:

diethyl 2-phenylmalonate (83-13-6) → 4,6-dichloro-2-methylthio-5-phenylpyrimidine (64415-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / ethanol / 4 h / Reflux

2: trichlorophosphate; triethylamine / 3 h / Reflux

With triethylamine; sodium hydroxide; trichlorophosphate; In ethanol;

DOI:10.1080/00397911.2017.1421664

upstream raw materials:

methyl thiocyanate

2-Phenyl-propanedioyl dichloride

2-methylsulfanyl-5-phenyl-1H-pyrimidine-4,6-dione

diethyl 2-phenylmalonate

Downstream raw materials:

4-chloro-6-(4-chlorophenyl)-2-(methylthio)-5-phenylpyrimidine

4,6-dichloro-2-(naphthalen-yl)-5-phenylpyrimidine

4,6-dichloro-2-(phenanthren-9-yl)-5-phenylpyrimidine

C₆₄H₆₀N₆O₄

Refernces

• 1、 Al-Rawi, Jasim M. A.,David, Ramzi Y.,Elvidge, John A.. "Heterocyclic Syntheses with Malonyl Chloride. Part 14. A Direct Synthesis of 4,6-Dichloropyrimidines with 5-Benzyl of -Phenyl and 2-Thioalkyl or -Thiophenyl Substituents". . p. 2499 - 2504. Retrieved 2007/10/02.