5-Benzoyl-2-(methylsulfanyl)-4-pyrimidinecarboxylic acid

Base Information

• Chemical Name: 5-Benzoyl-2-(methylsulfanyl)-4-pyrimidinecarboxylic acid
• CAS No.: 111252-99-4
• Molecular Formula: C₁₃H₁₀N₂O₃S
• Molecular Weight: 274.3
• DSSTox Substance ID: DTXSID301220470
• Mol file: 111252-99-4.mol

Synonyms:5-benzoyl-2-(methylsulfanyl)-4-pyrimidinecarboxylic acid;DTXSID301220470;111252-99-4;5-Benzoyl-2-(methylthio)-4-pyrimidinecarboxylic acid

Chemical Property of 5-Benzoyl-2-(methylsulfanyl)-4-pyrimidinecarboxylic acid

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 274.04121336
• Heavy Atom Count: 19
• Complexity: 345

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CSC1=NC=C(C(=N1)C(=O)O)C(=O)C2=CC=CC=C2

Technology Process of 5-Benzoyl-2-(methylsulfanyl)-4-pyrimidinecarboxylic acid

There total 1 articles about 5-Benzoyl-2-(methylsulfanyl)-4-pyrimidinecarboxylic acid 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: 36.0%

5-bromo-2-methylsulfanyl-pyrimidine-4-carboxylic acid (50593-92-5) + benzoyl chloride (98-88-4) → 5-benzoyl-2-methylthiopyrimidine-4-carboxylic acid (111252-99-4)

Guidance literature:

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; hexane; 1.) -90 deg C, 80 deg C, 80 min; -90 deg C, 15 min, 80 deg C, 2 h, 2.) -50 deg C;

Reference yield: 98.0%

5-benzoyl-2-methylthiopyrimidine-4-carboxylic acid (111252-99-4) → 5-benzoyl-2-methylthiopyrimidine (110099-97-3)

Guidance literature:

In various solvent(s); for 2.5h; Heating;

Reference yield:

5-benzoyl-2-methylthiopyrimidine-4-carboxylic acid (111252-99-4) → 5-benzoyl-2-(1H)-pyrimidinone (110100-04-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / various solvent(s) / 2.5 h / Heating

2: 90 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 2.5 h / Ambient temperature

3: 63 percent / aq. NaOH / dioxane / 0.25 h / Ambient temperature

With sodium hydroxide; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane;

upstream raw materials:

5-bromo-2-methylsulfanyl-pyrimidine-4-carboxylic acid

benzoyl chloride

Downstream raw materials:

5-benzoyl-2-methylthiopyrimidine

5-benzoyl-2-(1H)-pyrimidinone

5-benzoyl-2-methylsulphonylpyrimidine

5-benzoyl-1-benzyl-2(1H)-pyrimidinone