2-BROMO-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
Ethyl 2-bromothiazole-4-carboxylate
CAS: 100367-77-9
Molecular Formula: C6H6BrNO2S
2-BROMO-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER - Names and Identifiers
2-BROMO-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER - Physico-chemical Properties
| Molecular Formula | C6H6BrNO2S |
| Molar Mass | 236.09 |
| Density | 1.654±0.06 g/cm3(Predicted) |
| Melting Point | 67-71 °C |
| Boling Point | 154°C/13mmHg(lit.) |
| Flash Point | >110℃ |
| Vapor Presure | 0.003mmHg at 25°C |
| Appearance | Yellow powder |
| pKa | -1.50±0.10(Predicted) |
| Storage Condition | 2-8°C |
| Sensitive | Moisture & Light Sensitive |
| Refractive Index | 1.549 |
| MDL | MFCD03788564 |
2-BROMO-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 2 |
| HS Code | 29341000 |
| Hazard Note | Irritant/Keep Cold |
| Hazard Class | IRRITANT |
2-BROMO-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER - Reference Information
| Application | Ethyl 2-bromothiazole-4-formate is an organic intermediate that can be obtained by preparing ethyl 3-bromopyruvate and thiourea as starting materials in two steps. Ethyl 2-bromothiazol-4-formate can be used to prepare FXa inhibitor thiazol-4-formylpiperazine derivatives. |
| preparation | (1) synthesis of ethyl 2-aminothiazol-4-formate (intermediate 1) take ethyl 3-bromopyruvate (6.0g,31mmol) and thiourea (2.3g,31mmol,1.0eq), the reaction was refluxed at 120 ℃ for 0.5h under nitrogen protection, and the reaction was completely monitored by thin layer chromatography. The reaction solution is dissolved in ethyl acetate, and the organic layer is washed with distilled water and saturated salt water in turn; the organic layer is dried with anhydrous sodium sulfate, filtered, and the solvent is evaporated under reduced pressure to obtain yellow 2-aminothiazol-4-ethyl formate (4.4g,83.0%). (2) Synthesis of 2-bromothiazol-4-ethyl formate (Intermediate 2) In a round bottom flask, dimethyl sulfoxide was heated to 60°C, NaNO2(7.1g,102.3mmol) was added with 2-aminothiazol-4-ethyl formate (4.4g,25.6mmol) obtained from the previous step, and stirred until completely dissolved. Place the round bottom flask in an ice bath, slowly add dimethyl sulfoxide solution containing 40% HBr(20.7g,102.3mmol) dropwise, and react in the ice bath for 0.5h. TLC monitoring. After the reaction is over, ethyl acetate is added, and the organic layer is washed with distilled water and saturated salt water in turn. Drying, suction and filtration, the filtrate is distilled to remove the solvent under reduced pressure to obtain crude 2-bromothiazole-4-ethyl formate. Column chromatography (ethyl acetate: petroleum ether = 1:1) separation, petroleum ether recrystallization to obtain 1.9g with 32.0% yield. |
| use | 2-bromothiazole -4-ethyl formate is used in organic synthesis reagents, etc. |
Last Update：2024-04-10 22:29:15
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