ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate
- Product Name
- ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate
- CAS No.
- 238749-50-3
- Chemical Name
- ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate
- Synonyms
- ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate;Ethyl2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate,95%;2-Bromo-4H-thieno[3,2-b]pyrrole-5-carboxylic acid ethyl ester;4H-Thieno[3,2-b]pyrrole-5-carboxylic acid, 2-bromo-, ethyl e...;4H-Thieno[3,2-b]pyrrole-5-carboxylic acid, 2-bromo-, ethyl ester
- CBNumber
- CB62525503
- Molecular Formula
- C9H8BrNO2S
- Formula Weight
- 274.13
- MOL File
- 238749-50-3.mol
ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate Property
- Boiling point:
- 398.8±37.0 °C(Predicted)
- Density
- 1.692±0.06 g/cm3 (20 ºC 760 Torr)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 13.72±0.30(Predicted)
- Appearance
- Light yellow to yellow Solid
- Water Solubility
- Sparingly soluble in water.
- InChI
- InChI=1S/C9H8BrNO2S/c1-2-13-9(12)6-3-7-5(11-6)4-8(10)14-7/h3-4,11H,2H2,1H3
- InChIKey
- KXGSKTSSCQBDOA-UHFFFAOYSA-N
- SMILES
- N1C(C(OCC)=O)=CC2SC(Br)=CC1=2
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 4430CU
- Product name
- Ethyl2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate
- Packaging
- 250mg
- Price
- $159
- Updated
- 2021/12/16
- Product number
- A229365
- Product name
- Ethyl2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate
- Purity
- 95%
- Packaging
- 250mg
- Price
- $61
- Updated
- 2021/12/16
- Product number
- CM196902
- Product name
- Ethyl2-bromo-4H-thieno-[3,2-b]pyrrole-5-carboxylate
- Purity
- 95%+
- Packaging
- 250mg
- Price
- $72
- Updated
- 2021/12/16
- Product number
- UT00197
- Product name
- Ethyl2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate
- Purity
- 97%
- Packaging
- 1g
- Price
- $142.98
- Updated
- 2021/12/16
- Product number
- A229365
- Product name
- Ethyl2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate
- Purity
- 95%
- Packaging
- 1g
- Price
- $155
- Updated
- 2021/12/16
ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate Chemical Properties,Usage,Production
Uses
Ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate is used as an important raw material in organic synthesis.
Synthesis
4701-17-1
637-81-0
238749-50-3
Under argon protection, 5-bromo-2-thiophenecarboxaldehyde (19.1 g, 0.1 mol) and ethyl azidoacetate (51.6 g, 0.4 mol) were dissolved in anhydrous ethanol (800 mL) in a 2 L four-necked flask and the air in the reaction system was displaced by a stream of argon gas. An ethanolic solution of sodium mass ethanolate (136 g, 0.4 mol) was slowly added dropwise to the above mixed solution under the condition of cooling to 0 °C in an ice bath, followed by stirring the reaction for 2 hours at 0 °C. After completion of the reaction, saturated aqueous ammonium chloride solution was added to adjust the reaction solution to weak acidity (pH ≈ 6). Then, appropriate amount of water was added to dilute the reaction mixture, and the precipitate precipitated was collected by filtration and dried to obtain ethyl 2-azido-3-(5-bromo-2-thienyl)-acrylate as a yellow solid (yield: 18.4 g, yield: 61.3%). Next, ethyl 2-azido-3-(5-bromo-2-thienyl)-acrylate (18.1 g, 60 mmol) was transferred to a 500 mL aubergine flask, dissolved in o-xylene (200 mL), heated to reflux and stirred for 1.5 hours. After completion of the reaction, the reaction solution was concentrated under reduced pressure and the resulting crude product was purified by recrystallization (solvent: hexane/ethyl acetate mixture). The crystalline product was collected by filtration and dried to give ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate (d-1) (Yield: 12.1 g, Yield: 73.8%).
References
[1] Patent: US2015/158888, 2015, A1. Location in patent: Paragraph 0075-0080
[2] Chemistry - An Asian Journal, 2015, vol. 10, # 6, p. 1335 - 1343
[3] Patent: US2016/271273, 2016, A1. Location in patent: Paragraph 0289
ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate manufacturers
- Product
- ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate 238749-50-3
- Price
- US $9.80/KG
- Min. Order
- 1g
- Purity
- ≥99%
- Supply Ability
- 100kg
- Release date
- 2020-01-08