| Identification | Back 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 Properties | Back 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 Data | Back Directory | [Hazard Codes ]
Xi | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
2934100090 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Synthesis]
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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