2-Chloro-4-(trifluoromethyl)pyrimidine-5-carbonyl chloride

Base Information

• Chemical Name: 2-Chloro-4-(trifluoromethyl)pyrimidine-5-carbonyl chloride
• CAS No.: 154934-99-3
• Molecular Formula: C6HCl2F3N2O
• Molecular Weight: 244.988
• Hs Code.: 29335990
• European Community (EC) Number: 672-004-6
• DSSTox Substance ID: DTXSID80371543
• Wikidata: Q82158904
• Mol file: 154934-99-3.mol

Synonyms:2-Chloro-4-(trifluoromethyl)pyrimidine-5-carbonyl chloride;154934-99-3;2-Chloro-4-(trifluoromethyl)pyrimidine-5-carbonylchloride;SCHEMBL79014;2-CHLORO-4-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBONYL;DTXSID80371543;MFCD00173789;AKOS015853170;PS-10730;FT-0611745;A809589;W-205775;2-chloro-4-trifluoromethyl-pyrimidin-5-carbonyl chloride;2-chloro-4-trifluoromethylpyrimidine-5-carbonyl chloride;2-chloro-4-trifluoromethyl-pyrimidine-5-carbonyl chloride;5-Pyrimidinecarbonylchloride,2-chloro-4-(trifluoromethyl)-;2-CHLORO-4-TRIFLUOROMETHYL-5-PYRIMIDINE CARBONYL CHLORIDE;2-chloro-4-(trifluoromethyl)pyrimidine-5-carbonyl chloride, AldrichCPR

Chemical Property of 2-Chloro-4-(trifluoromethyl)pyrimidine-5-carbonyl chloride

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 158 °C
• Refractive Index: 1.513
• Boiling Point: 329.4 °C at 760 mmHg
• PKA: -6.23±0.29(Predicted)
• Flash Point: 153 °C
• PSA: 42.85000
• Density: 1.658 g/cm³
• LogP: 2.52780
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 243.9418025
• Heavy Atom Count: 14
• Complexity: 236

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-4-(trifluoromethyl)pyrimidine-5-carbonyl chloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=NC(=N1)Cl)C(F)(F)F)C(=O)Cl
• Uses: 2-Chloro-4-(trifluoromethyl)pyrimidine-5-carbonyl Chloride can be used to treat Rett Syndrome, acute coronary syndrome and related conditions. It can also be utilized in agrochemical anti-microbial agents.

Technology Process of 2-Chloro-4-(trifluoromethyl)pyrimidine-5-carbonyl chloride

There total 4 articles about 2-Chloro-4-(trifluoromethyl)pyrimidine-5-carbonyl chloride 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:

2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylic acid (188781-17-1) → 2-chloro-4-(trifluoromethyl)pyrimidine-5-carbonyl chloride (154934-99-3)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1021/jm0001626

Reference yield:

ethyl 2-(ethoxymethylidene)-4,4,4-trifluoro-3-oxobutanoate (571-55-1) → 2-chloro-4-(trifluoromethyl)pyrimidine-5-carbonyl chloride (154934-99-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 45 percent / NaOEt / ethanol / Heating

2: POCl₃ / 1 h / Heating

3: 1 N aq. NaOH / tetrahydrofuran

4: (COCl)2; DMF / CH₂Cl₂

With sodium hydroxide; oxalyl dichloride; sodium ethanolate; N,N-dimethyl-formamide; trichlorophosphate; In tetrahydrofuran; ethanol; dichloromethane; 1: Condensation / 2: Chlorination / 3: Hydrolysis / 4: Chlorination;

DOI:10.1021/jm0001626

Reference yield:

ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate (187035-79-6) → 2-chloro-4-(trifluoromethyl)pyrimidine-5-carbonyl chloride (154934-99-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 N aq. NaOH / tetrahydrofuran

2: (COCl)2; DMF / CH₂Cl₂

With sodium hydroxide; oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; 1: Hydrolysis / 2: Chlorination;

DOI:10.1021/jm0001626

upstream raw materials:

2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylic acid

ethyl 2-(ethoxymethylidene)-4,4,4-trifluoro-3-oxobutanoate

ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate

ethyl 2-hydroxy-4-trifluoromethylpyrimidine-5-carboxylate

Downstream raw materials:

2-chloro-4-trifluoromethyl-pyrimidine-5-carboxylic acid cyclohexylmethyl-amide

2-(2-trifluoromethyl-4-fluoro-phenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid (tetrahydropyran-4-ylmethyl)-amide

2-(2-trifluoromethyl-4-bromo-phenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid (tetrahydro-pyran-4-ylmethyl)-amide

2-(2-methylthio-3-(trifluoromethyl)phenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid (tetrahydropyran-4-ylmethyl)-amide

Refernces