2-BROMOTHIAZOLE-5-CARBOXYLIC ACID

2-BROMOTHIAZOLE-5-CARBOXYLIC ACID - Names and Identifiers

Name	2-Bromo-5-thiazolecarboxylic acid
Synonyms	RARECHEM AL BE 1435 2-BROMOTHAIZOLE-5-CARBOXYLIC ACID 2-BROMO-5-THIAZOLECARBOXYLIC ACID 2-BROMOTHIAZOLE-5-CARBOXYLIC ACID 2-Bromo-5-thiazolecarboxylic acid 2-BROMO-5-THLAZOLECARBOXYLIC ACID 2-bromo-1,3-thiazole-5-carboxylate 2-Bromo-thiazole-5-carboxylic acid 2-BROMO-1,3-THIAZOLE-5-CARBOXYLIC ACID 2-bromo-1,3-thiazole-5-carboxylic acid
CAS	54045-76-0
EINECS	626-804-7
InChI	InChI=1/C4H2BrNO2S/c5-4-6-1-2(9-4)3(7)8/h1H,(H,7,8)/p-1
InChIKey	BESGTWHUMYHYEQ-UHFFFAOYSA-N

2-BROMOTHIAZOLE-5-CARBOXYLIC ACID - Physico-chemical Properties

Molecular Formula	C4H2BrNO2S
Molar Mass	208.03
Density	2.062±0.06 g/cm3(Predicted)
Melting Point	182°C (dec.)
Boling Point	350.0±15.0 °C(Predicted)
Flash Point	165.5°C
Vapor Presure	1.69E-05mmHg at 25°C
Appearance	Crystalline Powder
Color	White to off-white
pKa	2.52±0.10(Predicted)
Storage Condition	Keep in dark place,Sealed in dry,Room Temperature
MDL	MFCD04115730
Physical and Chemical Properties	2-bromothiazole-5-carboxylic acid is white or gray-white crystalline powder at normal temperature and pressure, which belongs to thiazole derivatives and has certain acidity.

2-BROMOTHIAZOLE-5-CARBOXYLIC ACID - Risk and Safety

Hazard Symbols	Xi - Irritant
Risk Codes	43 - May cause sensitization by skin contact
Safety Description	36/37 - Wear suitable protective clothing and gloves.
WGK Germany	3
HS Code	29341000
Hazard Note	Irritant

2-BROMOTHIAZOLE-5-CARBOXYLIC ACID - Reference Information

Uses

2-bromothiazol-5-carboxylic acid can be used to prepare anti-inflammatory drugs, rubber accelerators, etc. In organic synthesis and conversion, the bromine unit on the thiazole ring can undergo arylation or alkylation reaction with aryl halides or alkyl halides through Suzuki coupling reaction; in addition, the carboxyl units in the structure can be converted into hydroxyl groups under the action of a reducing agent, or converted into ester groups or amide groups through condensation reactions.

synthesis method

cool diisopropylamine (0.77 ml, 10.61 mmol) in dry tetrahydrofuran to -20 degrees, slowly add n-butanol (6.2 ml) to the mixture, heat the resulting mixed system to 0 degrees, and stir the mixture at 0°C for 30 minutes in a nitrogen environment. Then cool the reaction mixture to -78°C, stir at -78°C for 30 minutes in a nitrogen environment, add 2-bromothiazole (0.17 ml, 12.5 mmol) tetrahydrofuran solution dropwise to the reaction mixture, and then continue to stir the reaction mixture at -78°C for 1 hour, add dry ice powder to the mixture, and stir the mixture at -78°C for 2 hours, hydrolyze the reaction mixture with water to raise the temperature of the reaction mixture. The reaction mixture was cleaned with DCM, the aqueous phase was acidified with 10% citric acid (pH = 3), the aqueous phase was extracted with ethyl acetate, the combined organic layer was dried with anhydrous sodium sulfate, and the combined organic layer was evaporated to dry to obtain the target product. Fig. 2-synthesis route of bromothiazol-5-carboxylic acid

Last Update：2024-04-09 15:16:51