ChemicalBook--->CAS DataBase List--->5198-87-8

5198-87-8

5198-87-8 Structure

5198-87-8 Structure
IdentificationBack Directory
[Name]

2-CHLORO-1,3-THIAZOLE-4-CARBOXYLIC ACID
[CAS]

5198-87-8
[Synonyms]

4-Carboxy-2-chloro-1,3-thiazole
2-Chloro-4-thiazolecarboxylic acid
4-Thiazolecarboxylic acid, 2-chloro-
2-CHLORO-1,3-THIAZOLE-4-CARBOXYLIC ACID
2-Chlorothiazole-4-Carboxylic Acid(WXC02298)
[Molecular Formula]

C4H2ClNO2S
[MDL Number]

MFCD09870033
[MOL File]

5198-87-8.mol
[Molecular Weight]

163.58
Chemical PropertiesBack Directory
[Melting point ]

220 °C
[Boiling point ]

370.2±34.0 °C(Predicted)
[density ]

1.693±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[form ]

Crystalline Powder
[pka]

3.15±0.10(Predicted)
[color ]

White to yellow
[InChI]

InChI=1S/C4H2ClNO2S/c5-4-6-2(1-9-4)3(7)8/h1H,(H,7,8)
[InChIKey]

UVYJJJQMZPCYKY-UHFFFAOYSA-N
[SMILES]

S1C=C(C(O)=O)N=C1Cl
Safety DataBack Directory
[Hazard Codes ]

Xi
[WGK Germany ]

3
[HazardClass ]

IRRITANT
[HS Code ]

2934100090
[Storage Class]

11 - Combustible Solids
Spectrum DetailBack Directory
[Spectrum Detail]

2-CHLORO-1,3-THIAZOLE-4-CARBOXYLIC ACID(5198-87-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

ETHYL 2-CHLORO-1,3-THIAZOLE-4-CARBOXYLATE

41731-52-6

2-CHLORO-1,3-THIAZOLE-4-CARBOXYLIC ACID

5198-87-8

The general procedure for the synthesis of 2-chloro-1,3-thiazole-4-carboxylic acid from ethyl 2-chlorothiazole-4-carboxylate was as follows: 14.0 g (73.1 mmol) of ethyl 2-chlorothiazole-4-carboxylate was slowly added to 11.0 g (0.17 mol, 85% purity) of potassium hydroxide in a solution of ethanol/water (1:3, 200 mL), keeping the reaction temperature at 0 °C. The reaction mixture was stirred at room temperature for 16 hours before being diluted with water and washed twice with ether. Subsequently, the aqueous layer was acidified to pH=5.5 with concentrated hydrochloric acid and stirring was continued at room temperature for three days. The precipitate formed was collected by filtration and dried under vacuum at 40°C to give 7.0 g (56% yield, 95% purity) of 2-chloro-1,3-thiazole-4-carboxylic acid as a brown solid product.

[References]

[1] Patent: WO2011/3796, 2011, A1. Location in patent: Page/Page column 126; 127
[2] Helvetica Chimica Acta, 1944, vol. 27, p. 1432,1433
[3] Patent: US5498630, 1996, A
[4] Patent: WO2007/146066, 2007, A2. Location in patent: Page/Page column 152
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