2,4-Dichlorothiazole Chemical Properties

Melting point:

44 °C

Boiling point:

184 °C

Density 

1.603±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

-1.93±0.10(Predicted)

color 

White to Light yellow to Light orange

InChIKey

ICETWLGKJXCIDX-UHFFFAOYSA-N

CAS DataBase Reference

4175-76-2(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36

HazardClass 

IRRITANT

HS Code 

29339900

2,4-Dichlorothiazole Usage And Synthesis

Chemical Properties

White solid

Synthesis

The general procedure for the synthesis of 2,4-dichlorothiazole from 2,4-thiazolidinedione was as follows: 2,4-thiazolidinedione (50 g, 0.43 mol) was dissolved in phosphorus trichloride (240 mL) and cooled to 5 °C. Pyridine (34 mL, 0.43 mol) was added slowly over 15 minutes. The reaction mixture was heated to 125°C and maintained at this temperature for 4 hours. After completion of the reaction, it was cooled to 22°C. Excess phosphorus trichloride was removed by vacuum distillation. The residue was slowly poured into water (1 L) pre-cooled to 5°C. The aqueous phase was extracted with dichloromethane (3 x 400mL). The organic phases were combined and the solvents were evaporated to give the target product 2,4-dichlorothiazole (50 g, 76% yield).EI/MS m/z: (35Cl35Cl/35Cl37Cl/37Cl37Cl)153/155/157(M+1)+.

References

[1] Patent: WO2008/36579, 2008, A1. Location in patent: Page/Page column 36-37
[2] Patent: US2005/234046, 2005, A1. Location in patent: Page/Page column 60
[3] Journal of the American Chemical Society, 2013, vol. 135, # 5, p. 1986 - 1996
[4] Patent: WO2013/149362, 2013, A1. Location in patent: Page/Page column 55
[5] Patent: WO2017/155909, 2017, A1. Location in patent: Paragraph 0159

2,4-Dichlorothiazole(4175-76-2)Related Product Information

• 1,2-Dichloroethane
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• 2,4-DICHLOROTHIAZOLE-5-CARBALDEHYDE,2,4-DICHLOROTHIAZOLE-5-CARBOXALDEHYDE
• 2,4-DICHLORO-1,3-THIAZOLE-5-CARBOXALDEHYDE OXIME
• 2.4-DICHLORO-5-DIFLUOROMETHYL-1.3-THIAZOLE
• 2-FLUORO-4,5-DICHLOROTHIAZOLE
• Methyl2,4-dichlorothiazole-5-carboxylate
• 5-CHLOROMETHYL-2,4-DICHLOROTHIAZOLE
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• RARECHEM AL BO 1821
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• RARECHEM AN KA 0688