6-(3-bromophenyl)-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Base Information

• Chemical Name: 6-(3-bromophenyl)-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile
• CAS No.: 356791-20-3
• Molecular Formula: C₁₁H₆BrN₃OS
• Molecular Weight: 308.158
• Mol file: 356791-20-3.mol

Synonyms:6-(3-bromophenyl)-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Chemical Property of 6-(3-bromophenyl)-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(3-bromophenyl)-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

There total 1 articles about 6-(3-bromophenyl)-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile 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: 79.0%

m-bromobenzoic aldehyde (3132-99-8) + thiourea (17356-08-0) + ethyl 2-cyanoacetate (105-56-6) → 6-(3-bromophenyl)-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile (356791-20-3)

Guidance literature:

With potassium carbonate; In ethanol; for 0.116667h; Time; Microwave irradiation; Reflux;

DOI:10.1016/j.bmcl.2012.10.032

Reference yield: 88.0%

6-(3-bromophenyl)-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile (356791-20-3) + methyl iodide (74-88-4) → 4-(3-bromophenyl)-2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile (1362426-33-2)

Guidance literature:

6-(3-bromophenyl)-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile; methyl iodide; With sodium hydroxide; In ethanol; water; at 60 ℃; for 1h;

With hydrogenchloride; In ethanol; water; at 20 ℃; pH=5;

DOI:10.1021/acs.jmedchem.0c01374

Reference yield: 64.0%

6-(3-bromophenyl)-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile (356791-20-3) + chloroacetyl chloride (79-04-9) → 5-(3-bromophenyl)-2,7-dioxo-2,3-dihydro-7H-thiazolo[3,2-a]pyrimidine-6-carbonitrile (1422189-87-4)

Guidance literature:

With potassium carbonate; In benzene; for 10h; Reflux;

DOI:10.1248/cpb.c12-00557

upstream raw materials:

m-bromobenzoic aldehyde

thiourea

ethyl 2-cyanoacetate

Downstream raw materials:

4-(3-bromophenyl)-2-(isopropylthio)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile

4-(3-bromophenyl)-2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile

5-(3-bromophenyl)-2,3,7-trioxo-2,3-dihydro-7H-thiazolo[3,2-a]pyrimidine-6-carbonitrile

5-(3-bromophenyl)-2,7-dioxo-2,3-dihydro-7H-thiazolo[3,2-a]pyrimidine-6-carbonitrile