4-Chlorothiazole

Base Information

• Chemical Name: 4-Chlorothiazole
• CAS No.: 4175-72-8
• Molecular Formula: C3H2ClNS
• Molecular Weight: 119.575
• Hs Code.: 2934100090
• European Community (EC) Number: 825-997-7
• DSSTox Substance ID: DTXSID40542772
• Nikkaji Number: J2.968.412J
• Wikidata: Q72459739
• Mol file: 4175-72-8.mol

Synonyms:4-CHLOROTHIAZOLE;4175-72-8;4-chloro-1,3-thiazole;MFCD09038604;SCHEMBL448282;AMY1636;DTXSID40542772;DLRXEPREUKUZQO-UHFFFAOYSA-N;AKOS006330404;CS-W022167;DS-0274;PB42787;SY040532;EN300-107022;A825647;J-515206

Chemical Property of 4-Chlorothiazole

Chemical Property:

• Vapor Pressure: 2.16mmHg at 25°C
• Refractive Index: 1.57
• Boiling Point: 168.2 °C at 760 mmHg
• PKA: -0.05±0.10(Predicted)
• Flash Point: 55.5 °C
• PSA: 41.13000
• Density: 1.421 g/cm³
• LogP: 1.79650
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 118.9596479
• Heavy Atom Count: 6
• Complexity: 50.1

Purity/Quality:

98% ^*data from raw suppliers

4-Chlorothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=CS1)Cl

Technology Process of 4-Chlorothiazole

There total 2 articles about 4-Chlorothiazole 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:

thiazole 3-oxide (141305-44-4) → 2-chlorothiazole (3034-52-4) + 5-thiazolyl chloride (4175-73-9) + 4-chlorothiazole (4175-72-8)

Guidance literature:

With trichlorophosphate; In nitromethane; at 60 ℃; for 1h; Title compound not separated from byproducts;

Reference yield:

2,5-dibromo-4-chlorothiazole (57314-10-0) → 5-bromo-4-chloro-thiazole (139670-07-8) + 2-bromo-4-chlorothiazole (139670-03-4) + 4-chlorothiazole (4175-72-8)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1) diethyl ether, -78 deg C, 2) H₂O, 12 sec;

Reference yield: 92.0%

cyclohexyl acrylate (3066-71-5,27458-65-7) + 4-chlorothiazole (4175-72-8) → (E)-cyclohexyl 3-(4-chlorothiazol-5-yl)acrylate

Guidance literature:

4-chlorothiazole; With C₃₇H₂₄F₂N₆O₂Pd; In dichloromethane; at 20 ℃; for 0.333333h;

cyclohexyl acrylate; With 1,1,1,3',3',3'-hexafluoro-propanol; silver(I) acetate; palladium diacetate; N-acetylglycine; In dichloromethane; at 80 ℃; for 30h; Sealed tube;

DOI:10.1021/acs.joc.9b01074

upstream raw materials:

2,5-dibromo-4-chlorothiazole

thiazole 3-oxide

Downstream raw materials:

4-(1'-pyrazolyl)thiazole

Refernces

• 1、 Begtrup, Mikael,Hansen, Lars Bo L.. "New Methods for the Introduction of Substituents into Thiazoles". . p. 372 - 383. Retrieved 2007/10/02.