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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
Molecular Weight:
274.14
MDL Number:
MFCD15730638
MOL File:
238749-50-3.mol
MSDS File:
SDS
Last updated:2026-05-28 02:56:57
Product description Number Pack Size Price
Ethyl 2-bromo-4H-thieno-[3,2-b]pyrrole-5-carboxylate 144105 1.00g $916
Ethyl 2-bromo-4H-thieno-[3,2-b]pyrrole-5-carboxylate 144105 5.00g $1841
Ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate >98% E69587 250mg $61
Ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate >98% E69587 1g $90
Ethyl 2-Bromo-4H-Thieno[3,2-B]Pyrrole-5-Carboxylate 95%(stabilizedwithCu+HQ+MgO) AA00BG11 100mg $17

ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate Properties

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
NFPA 704
1
2 0

ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Matrix Scientific 144105 Ethyl 2-bromo-4H-thieno-[3,2-b]pyrrole-5-carboxylate 238749-50-3 1.00g $916 2026-05-18 Buy
Matrix Scientific 144105 Ethyl 2-bromo-4H-thieno-[3,2-b]pyrrole-5-carboxylate 238749-50-3 5.00g $1841 2026-05-18 Buy
Synthonix E69587 Ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate >98% 238749-50-3 250mg $61 2026-05-06 Buy
Synthonix E69587 Ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate >98% 238749-50-3 1g $90 2026-05-06 Buy
aablocks AA00BG11 Ethyl 2-Bromo-4H-Thieno[3,2-B]Pyrrole-5-Carboxylate 95%(stabilizedwithCu+HQ+MgO) 238749-50-3 100mg $17 2026-05-28 Buy
Product number Packaging Price Buy
144105 1.00g $916 Buy
144105 5.00g $1841 Buy
E69587 250mg $61 Buy
E69587 1g $90 Buy
AA00BG11 100mg $17 Buy

ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate Chemical Properties,Uses,Production

Uses

Ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate is used as an important raw material in organic synthesis.

Synthesis

5-Bromothiophene-2-carbaldehyde

4701-17-1

Ethyl Azidoacetate

637-81-0

ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate

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

ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate Suppliers

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View Lastest Price from ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate manufacturers

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ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate pictures 2020-01-09 ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate
238749-50-3
$9.80 1g ≥99% 100kg Career Henan Chemical Co

ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate Spectrum

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 ester ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate Ethyl2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate,95% 4H-Thieno[3,2-b]pyrrole-5-carboxylic acid, 2-bromo-, ethyl e... 238749-50-3