2-{[2-(3,4-dihydroxyphenyl)-2-oxoethyl]sulfanyl}-6-methylpyrimidin-4(1H)-one

Base Information

• Chemical Name: 2-{[2-(3,4-dihydroxyphenyl)-2-oxoethyl]sulfanyl}-6-methylpyrimidin-4(1H)-one
• CAS No.: 429649-34-3
• Molecular Formula: C13H12N2O4S
• Molecular Weight: 292.31
• Mol file: 429649-34-3.mol

Synonyms:CHEMBRDG-BB 6606317;1-(3,4-DIHYDROXYPHENYL)-2-[(4-HYDROXY-6-METHYLPYRIMIDIN-2-YL)THIO]ETHANONE;1-(3,4-dihydroxyphenyl)-2-[(4-hydroxy-6-methylpyrimidin-2-yl)thio]ethanone(SALTDATA: FREE)

Chemical Property of 2-{[2-(3,4-dihydroxyphenyl)-2-oxoethyl]sulfanyl}-6-methylpyrimidin-4(1H)-one

Chemical Property:

• Vapor Pressure: 8.91E-14mmHg at 25°C
• Boiling Point: 574°C at 760 mmHg
• Flash Point: 300.9°C
• Density: 1.48g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-{[2-(3,4-dihydroxyphenyl)-2-oxoethyl]sulfanyl}-6-methylpyrimidin-4(1H)-one

There total 2 articles about 2-{[2-(3,4-dihydroxyphenyl)-2-oxoethyl]sulfanyl}-6-methylpyrimidin-4(1H)-one 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: 24.0%

2-bromo-1-(3,4-dihydroxyphenyl)ethanone (40131-99-5) + 2-mercapto-6-methylpyrimidin-4(3H)-one (56-04-2) → 2-((2-(3,4-dihydroxyphenyl)-2-oxoethyl)thio)-6-methylpyrimidin-4(3H)-one (429649-34-3)

Guidance literature:

2-mercapto-6-methylpyrimidin-4(3H)-one; With potassium hydroxide; In methanol; at 22 - 25 ℃; for 0.25h; under 760.014 Torr; Inert atmosphere;

2-bromo-1-(3,4-dihydroxyphenyl)ethanone; In methanol; at 22 - 25 ℃; for 12h; under 760.014 Torr; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c00260

Reference yield:

1-(3,4-dihydroxyphenyl)ethan-1-one (1197-09-7) → 2-((2-(3,4-dihydroxyphenyl)-2-oxoethyl)thio)-6-methylpyrimidin-4(3H)-one (429649-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(I) bromide / ethyl acetate / 760.01 Torr / Inert atmosphere

1.2: 760.01 Torr

2.1: potassium hydroxide / methanol / 0.25 h / 22 - 25 °C / 760.01 Torr / Inert atmosphere

2.2: 12 h / 22 - 25 °C / 760.01 Torr / Inert atmosphere

With potassium hydroxide; copper(I) bromide; In methanol; ethyl acetate;

DOI:10.1021/acs.jmedchem.1c00260

Reference yield: 35.0%

2-((2-(3,4-dihydroxyphenyl)-2-oxoethyl)thio)-6-methylpyrimidin-4(3H)-one (429649-34-3) → 2-((3,4-dihydroxyphenyl)-2-oxoethylidene)-6-methyl-2,3-dihydropyrimidin-4(1H)-one

Guidance literature:

With triphenylphosphine; In N,N-dimethyl-formamide; for 6h; Heating;

DOI:10.1134/S1070363213030195

upstream raw materials:

2-bromo-1-(3,4-dihydroxyphenyl)ethanone

2-mercapto-6-methylpyrimidin-4(3H)-one

1-(3,4-dihydroxyphenyl)ethan-1-one

Downstream raw materials:

2-[2-amino-4-(3,4-dihydroxyphenyl)thiazol-5-yl]-6-methylpyrimidin-4(3H)-one