1-[4-(4-Bromophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]ethanone

Base Information

• Chemical Name: 1-[4-(4-Bromophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]ethanone
• CAS No.: 123629-44-7
• Molecular Formula: C13H13BrN2OS
• Molecular Weight: 325.229
• DSSTox Substance ID: DTXSID801133921
• Mol file: 123629-44-7.mol

Synonyms:1-[4-(4-bromophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]ethanone;LHKBFVBCKFOSTM-UHFFFAOYSA-N;BDBM198146;DTXSID801133921;STK755507;AKOS001716432;SR-01000515761;SR-01000515761-1;1-(4-(4-Bromophenyl)-6-methyl-2-thioxo-3,4-tetrahydropyrimidin-5-yl)ethanone (1b);1-[4-(4-Bromophenyl)-1,2,3,4-tetrahydro-6-methyl-2-thioxo-5-pyrimidinyl]ethanone;1-[4-(4-Bromophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-5-pyrimidinyl]ethanone #;Pyrimidine-2(1H)-thione, 3,4-dihydro-5-acetyl-4-(4-bromophenyl)-6-methyl-;123629-44-7

Chemical Property of 1-[4-(4-Bromophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]ethanone

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 323.99320
• Heavy Atom Count: 18
• Complexity: 400

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(NC(=S)N1)C2=CC=C(C=C2)Br)C(=O)C

Technology Process of 1-[4-(4-Bromophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]ethanone

There total 2 articles about 1-[4-(4-Bromophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]ethanone 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: 94.0%

4-bromo-benzaldehyde (1122-91-4) + thiourea (17356-08-0) + acetylacetone (123-54-6,81235-32-7) → 1-(4-(4-bromophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl)ethanone (123629-44-7)

Guidance literature:

With [1-(3-sulfonic acid)]propyl-3-methylimidazolium hydrogen sulfate; In ethanol; at 80 ℃; for 3h; Time;

DOI:10.1002/jhet.3292

Reference yield: 80.0%

4-bromobenzenemethanol (873-75-6) + thiourea (17356-08-0) + acetylacetone (123-54-6,81235-32-7) → 1-(4-(4-bromophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl)ethanone (123629-44-7)

Guidance literature:

4-bromobenzenemethanol; With Oxone; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide; In neat (no solvent); for 0.5h; Milling; Green chemistry;

thiourea; acetylacetone; In neat (no solvent); for 3.5h; Milling; Green chemistry;

DOI:10.1002/ejoc.201501039

Reference yield: 91.0%

1-(4-(4-bromophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl)ethanone (123629-44-7) + 2-chloro-N-(4-chlorophenyl)acetamide (3289-75-6) → 2-(5-acetyl-4-(4-bromophenyl)-6-methyl-1,4-dihydropyrimidin-2-ylthio)-N-(4-chlorophenyl)acetamide

Guidance literature:

In N,N-dimethyl-formamide; at 40 ℃; Sealed tube; Irradiation;

DOI:10.1016/j.bioorg.2016.10.002

upstream raw materials:

4-bromobenzenemethanol

thiourea

acetylacetone

4-bromo-benzaldehyde