4-Methyl-2-(methylthio)pyrimidine

Base Information

• Chemical Name: 4-Methyl-2-(methylthio)pyrimidine
• CAS No.: 14001-63-9
• Molecular Formula: C6H8N2S
• Molecular Weight: 140.209
• Hs Code.: 29335990
• DSSTox Substance ID: DTXSID50356302
• Nikkaji Number: J148.003K
• Wikidata: Q72493149
• Mol file: 14001-63-9.mol

Synonyms:14001-63-9;4-Methyl-2-(methylthio)pyrimidine;4-Methyl-2(methylsulfanyl)pyrimidine;4-METHYL-2-(METHYLSULFANYL)PYRIMIDINE;pyrimidine, 4-methyl-2-(methylthio)-;4-methyl-2-methylsulfanylpyrimidine;4-methyl-2-methylsulfanyl-pyrimidine;MFCD00023242;DL-Glycerin-1-n-nonylether;2-methylthio-4-methylpyrimidine;4-methyl-2-methylthiopyrimidine;4-Methyl-2-(methylsulphanyl)pyrimidine;SCHEMBL148439;2-methylthio-6-methyl-pyrimidine;4-methyl-2-methylthio-pyrimidine;DTXSID50356302;4-methyl-2-(methylthio)-pyrimidine;BBL102680;STL556485;AKOS005070860;methyl 4-methyl-2-pyrimidinyl sulfide;CS-W016453;SB57285;4-Methyl-2-(methylthio)pyrimidine, 97%;SY064952;FT-0636992;EN300-248378;6Y-0605;A807609;AR-527/42979548;J-007343;J-515701;W-204779;Z275763960

Chemical Property of 4-Methyl-2-(methylthio)pyrimidine

Chemical Property:

• Appearance/Colour: Yellow power
• Refractive Index: n20/D 1.572
• Boiling Point: 237.29 °C at 760 mmHg
• PKA: 1.35±0.20(Predicted)
• Flash Point: 97.31 °C
• PSA: 51.08000
• Density: 1.148 g/cm³
• LogP: 1.50690
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 140.04081944
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

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

4-Methyl-2-(methylthio)pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=NC(=NC=C1)SC
• Uses: 4-Methyl-2-(methylthio)pyrimidine is used as a reagent to prepare pyrazolopyrimidines and pyrazolotriazines, both of which display potent activity against herpes viruses. 4-Methyl-2-(methylthio)pyrimidine is also used as a starting material to synthesize 4-substituted-2-aminopyrimidines (e.g. 2-amino-4-ethylpyridine [A609500]), novel c-Jun N-terminal kinase (JNK) inhibitors.

Technology Process of 4-Methyl-2-(methylthio)pyrimidine

There total 14 articles about 4-Methyl-2-(methylthio)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: 98.0%

2-mercapto-6-methylpyrimidine (35071-17-1,774119-15-2) + methyl iodide (74-88-4) → 2-methylthio-4-methylpyrimidine (14001-63-9)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃;

Reference yield: 95.0%

2-mercapto-4-methylpyrimidine hydrochloride (6959-66-6) + methyl iodide (74-88-4) → 2-methylthio-4-methylpyrimidine (14001-63-9)

Guidance literature:

With sodium hydroxide;

DOI:10.1155/2015/241793

Reference yield: 91.0%

2-mercapto-4-methylpyrimidine hydrochloride (6959-66-6) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → 2-methylthio-4-methylpyrimidine (14001-63-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In toluene; for 3.5h; Heating;

DOI:10.1016/j.ejmech.2007.02.006

upstream raw materials:

4-chloro-6-methyl-2-methylthiopyrimidine

2-(methylsulfanyl)pyrimidine

methyllithium

4-methyl-2-(methylthio)pyrimidine-5-carboxylic acid

Downstream raw materials:

4-hydroxy-benzenesulfonic acid-(4-methyl-pyrimidin-2-ylamide)

N-[4-(4-Methyl-pyrimidin-2-ylsulfamoyl)-phenyl]-acetamide

4-methyl-1H-pyrimidin-2-one

2-hydrazinyl-4-methylpyrimidine

Refernces

• 1、 Gamal El-Din, Mahmoud M.,El-Gamal, Mohammed I.,Abdel-Maksoud, Mohammed S.,Yoo, Kyung Ho,Baek, Daejin,Choi, Jungseung,Lee, Huiseong,Oh, Chang-Hyun. "Design, synthesis, and in vitro antiproliferative and kinase inhibitory effects of pyrimidinylpyrazole derivatives terminating with arylsulfonamido or cyclic sulfamide substituents". . p. 111 - 122. Retrieved 2016/12/14.
• 2、 Humphries, Paul S.,Lafontaine, Jennifer A.,Agree, Charles S.,Alexander, David,Chen, Ping,Do, Quyen-Quyen T.,Li, Lilian Y.,Lunney, Elizabeth A.,Rajapakse, Ranjan J.,Siegel, Karen,Timofeevski, Sergei L.,Wang, Tianlun,Wilhite, David M.. "Synthesis and SAR of 4-substituted-2-aminopyrimidines as novel c-Jun N-terminal kinase (JNK) inhibitors". scheme or table. p. 2099 - 2102. Retrieved 2009/12/03.