2-Chloro-4-(trifluoromethyl)thiazole-5-carboxylic acid

Base Information

• Chemical Name: 2-Chloro-4-(trifluoromethyl)thiazole-5-carboxylic acid
• CAS No.: 72850-61-4
• Molecular Formula: C5H Cl F3 N O2 S
• Molecular Weight: 231.583
• Hs Code.: 2934100090
• European Community (EC) Number: 844-164-9
• DSSTox Substance ID: DTXSID40534551
• Wikidata: Q82408448
• Mol file: 72850-61-4.mol

Synonyms:72850-61-4;2-CHLORO-4-(TRIFLUOROMETHYL)THIAZOLE-5-CARBOXYLIC ACID;2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylic acid;2-Chloro-4-(trifluoromethyl)-thiazole-5-carboxylic acid;C5HClF3NO2S;5-Thiazolecarboxylic acid, 2-chloro-4-(trifluoromethyl)-;SCHEMBL1778181;DTXSID40534551;OGZUWSFEZCBGPH-UHFFFAOYSA-N;MFCD04972767;AKOS015898657;AC-27426;AS-69623;CS-0060012;EN300-314717;W18373;2-chloro-trifluoromethyl-5 thiazolecarboxylic acid;2-chloro-4-trifluoromethyl-5-thiazolecarboxylic acid;2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylic acid;5-Thiazolecarboxylicacid,2-chloro-4-(trifluoromethyl)-;2-CHLORO-4-(TRIFLUOROMETHYL)THIAZOLE-5-CARBOXYLICACID

Chemical Property of 2-Chloro-4-(trifluoromethyl)thiazole-5-carboxylic acid

Chemical Property:

• Melting Point: 131-135 °C(Solv: hexane (110-54-3); benzene (71-43-2))
• Boiling Point: 337.4±52.0 °C(Predicted)
• PKA: 1.57±0.36(Predicted)
• PSA: 78.43000
• Density: 1.779±0.06 g/cm3(Predicted)
• LogP: 2.51350
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 230.9368616
• Heavy Atom Count: 13
• Complexity: 224

Purity/Quality:

97% ^*data from raw suppliers

2-Chloro-4-(trifluoromethyl)thiazole-5-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(N=C(S1)Cl)C(F)(F)F)C(=O)O

Technology Process of 2-Chloro-4-(trifluoromethyl)thiazole-5-carboxylic acid

There total 4 articles about 2-Chloro-4-(trifluoromethyl)thiazole-5-carboxylic 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: 73.4%

ethyl 2-chloro-4-(trifluoromethyl)thiazole-5-carboxylate (72850-52-3) → 2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylic acid (72850-61-4)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; for 16h; Ambient temperature;

Reference yield:

ethyl 2,3-dihydro-2-oxo-4-trifluoromethyl-5-thiazole-carboxylate (72850-53-4) → 2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylic acid (72850-61-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / POCl₃ / Heating

2: 73 percent / aq. NaOH / tetrahydrofuran / 16 h / Ambient temperature

With sodium hydroxide; trichlorophosphate; In tetrahydrofuran;

Reference yield:

ethyl 2-amino-4-(trifluoromethyl)-5-thiazole-carboxylate (344-72-9) → 2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylic acid (72850-61-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / water / 0.25 h / -10 °C

1.2: 4 h / -10 - 20 °C

2.1: sodium hydroxide / ethanol; water / Reflux

With hydrogenchloride; sodium hydroxide; In ethanol; water;

DOI:10.1002/jhet.2961

upstream raw materials:

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

ethyl 2,3-dihydro-2-oxo-4-trifluoromethyl-5-thiazole-carboxylate

ethyl 2-amino-4-(trifluoromethyl)-5-thiazole-carboxylate

Downstream raw materials:

Diethylamine Salt of 2-Chloro-4-Trifluoromethyl-5-Thiazolecarboxylic Acid

Isopropylamine Salt of 2-Chloro-4-Trifluoromethyl-5-Thiazolecarboxylic Acid

Methyl-2-chlor-4-trifluormethyl-5-thiazolcarboxylat

2-chloro-4-trifluoromethyl-thiazole-5-carboxylic acid 4-chloro-phenyl ester