2-[(4-Methylpyrimidin-2-yl)sulfanyl]-1-phenylethanone

Base Information

• Chemical Name: 2-[(4-Methylpyrimidin-2-yl)sulfanyl]-1-phenylethanone
• CAS No.: 13897-03-5
• Molecular Formula: C13H12N2OS
• Molecular Weight: 244.317
• NSC Number: 98865
• DSSTox Substance ID: DTXSID00294942
• Wikidata: Q82034574
• Mol file: 13897-03-5.mol

Synonyms:13897-03-5;2-[(4-methylpyrimidin-2-yl)sulfanyl]-1-phenylethanone;NSC98865;NCIOpen2_006644;DTXSID00294942;NSC-98865;AKOS008968450

Chemical Property of 2-[(4-Methylpyrimidin-2-yl)sulfanyl]-1-phenylethanone

Chemical Property:

• Vapor Pressure: 7.1E-07mmHg at 25°C
• Boiling Point: 408.3°Cat760mmHg
• Flash Point: 200.7°C
• Density: 1.24g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 244.06703418
• Heavy Atom Count: 17
• Complexity: 254

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=NC=C1)SCC(=O)C2=CC=CC=C2

Technology Process of 2-[(4-Methylpyrimidin-2-yl)sulfanyl]-1-phenylethanone

There total 4 articles about 2-[(4-Methylpyrimidin-2-yl)sulfanyl]-1-phenylethanone 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: 71.0%

2-mercapto-4-methylpyrimidine hydrochloride (6959-66-6) + α-bromoacetophenone (70-11-1) → 2-((4-methylpyrimidin-2-yl)thio)-1-phenylethan-1-one (13897-03-5)

Guidance literature:

2-mercapto-4-methylpyrimidine hydrochloride; With sodium carbonate; In ethanol; water; at 20 ℃; for 0.5h;

α-bromoacetophenone; In ethanol; water; at 20 ℃;

DOI:10.1016/j.bmc.2017.08.015

Reference yield:

α-bromoacetophenone (70-11-1) + 2-mercapto-6-methylpyrimidine (35071-17-1,774119-15-2) → 2-((4-methylpyrimidin-2-yl)thio)-1-phenylethan-1-one (13897-03-5)

Guidance literature:

2-mercapto-6-methylpyrimidine; With sodium carbonate; In ethanol; water; at 20 ℃; for 0.5h; Inert atmosphere;

α-bromoacetophenone; In ethanol; water; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00092

Reference yield:

acetophenone (98-86-2) → 2-((4-methylpyrimidin-2-yl)thio)-1-phenylethan-1-one (13897-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide; toluene-4-sulfonic acid / acetonitrile / 90 °C

2.1: sodium carbonate / ethanol; water / 0.5 h / 20 °C / Inert atmosphere

2.2: 3 h / 20 °C / Inert atmosphere

With N-Bromosuccinimide; sodium carbonate; toluene-4-sulfonic acid; In ethanol; water; acetonitrile;

DOI:10.1021/acs.orglett.1c00092

upstream raw materials:

2-mercapto-4-methylpyrimidine hydrochloride

α-bromoacetophenone

2-mercapto-6-methylpyrimidine

acetophenone