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Ethyl 4H-thieno[2,3-d]pyrrole-5-carboxylate

Product Name
Ethyl 4H-thieno[2,3-d]pyrrole-5-carboxylate
CAS No.
46193-76-4
Chemical Name
Ethyl 4H-thieno[2,3-d]pyrrole-5-carboxylate
Synonyms
5-(Ethoxycarbonyl)-4H-thieno[3,2-b]pyrrole;Ethyl 4H-thieno[2,3-d]pyrrole-5-carboxylate;ETHYL 4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLATE;4H-Thieno[3,2-b]pyrrole-5-carboxylic acid, ethyl ester
CBNumber
CB2706605
Molecular Formula
C9H9NO2S
Formula Weight
195.24
MOL File
46193-76-4.mol
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Ethyl 4H-thieno[2,3-d]pyrrole-5-carboxylate Property

Melting point:
131-132°C
Boiling point:
345.7±22.0 °C(Predicted)
Density 
1.339±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
14.65±0.30(Predicted)
Appearance
Light brown to brown Solid
InChI
InChI=1S/C9H9NO2S/c1-2-12-9(11)7-5-8-6(10-7)3-4-13-8/h3-5,10H,2H2,1H3
InChIKey
BLUDZFMRKHHPGZ-UHFFFAOYSA-N
SMILES
N1C(C(OCC)=O)=CC2SC=CC1=2
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Safety

Hazard Codes 
Xi
HazardClass 
IRRITANT
HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
E945510
Product name
Ethyl4h-thieno[3,2-b]pyrrole-5-carboxylate
Packaging
25mg
Price
$45
Updated
2021/12/16
SynQuest Laboratories
Product number
8H23-1-20
Product name
Ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate
Packaging
500mg
Price
$253
Updated
2021/12/16
Matrix Scientific
Product number
045127
Product name
Ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate
Purity
95+%
Packaging
500mg
Price
$52
Updated
2021/12/16
Matrix Scientific
Product number
045127
Product name
Ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate
Purity
95+%
Packaging
1g
Price
$80
Updated
2021/12/16
SynQuest Laboratories
Product number
8H23-1-20
Product name
Ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate
Packaging
1g
Price
$336
Updated
2021/12/16
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Ethyl 4H-thieno[2,3-d]pyrrole-5-carboxylate Chemical Properties,Usage,Production

Synthesis

98-03-3

637-81-0

46193-76-4

GENERAL METHOD: Sodium ethoxide (8.17 g, 120 mmol, 20 wt% ethanol solution) was slowly added dropwise to an anhydrous ethanol (50 mL) mixture of 2-thiophenecarboxaldehyde (2.8 mL, 30 mmol) and ethyl azidoacetate (15.4 g, 120 mmol) at -10 °C. After dropwise addition, the reaction mixture was stirred at room temperature for 4 hours. Subsequently, the reaction was quenched by addition of excess saturated aqueous ammonium chloride solution. The mixture was extracted with ethyl acetate (2 x 80 mL), and the organic layers were combined, washed with saturated saline (2 x 60 mL) and dried over anhydrous sodium sulfate. After removing the solvent by evaporation under reduced pressure, the residue was dissolved in toluene (30 mL) and heated to reflux for 1 hour. After completion of the reaction, it was cooled to room temperature and the solvent was removed by evaporation. The residue was purified by column chromatography (eluent: n-hexane/dichloromethane=2:1) to afford ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate (4a) as a white solid (2.93 g, 50% yield). The product was characterized by 1H NMR (400 MHz, CDCl3) and 13C NMR (100 MHz, CDCl3) with the following data: 1H NMR δ 9.26 (br s, 1H), 7.32 (d, J = 5.2 Hz, 1H), 7.14 (d, J = 0.8 Hz, 1H), 6.96 (dd, J = 5.2, 0.8 Hz, 1H ), 4.38 (q, J = 7.6 Hz, 2H), 1.39 (t, J = 7.6 Hz, 3H); 13C NMR δ 161.7, 141.3, 129.4, 127.1, 124.8, 111.1, 107.5, 60.7, 14.5.

References

[1] Tetrahedron, 2012, vol. 68, # 47, p. 9795 - 9801,7
[2] Patent: US2004/48878, 2004, A1. Location in patent: Page/Page column 10-11

Ethyl 4H-thieno[2,3-d]pyrrole-5-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Ethyl 4H-thieno[2,3-d]pyrrole-5-carboxylate Suppliers

THchemica Co.,Ltd.
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View Lastest Price from Ethyl 4H-thieno[2,3-d]pyrrole-5-carboxylate manufacturers

Career Henan Chemical Co
Product
Ethyl 4H-thieno[2,3-d]pyrrole-5-carboxylate 46193-76-4
Price
US $6.68/KG
Min. Order
1KG
Purity
97%-99%
Supply Ability
1kg-1000kg
Release date
2020-01-08

46193-76-4, Ethyl 4H-thieno[2,3-d]pyrrole-5-carboxylateRelated Search:


  • ETHYL 4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLATE
  • Ethyl 4H-thieno[2,3-d]pyrrole-5-carboxylate
  • 5-(Ethoxycarbonyl)-4H-thieno[3,2-b]pyrrole
  • 4H-Thieno[3,2-b]pyrrole-5-carboxylic acid, ethyl ester
  • 46193-76-4
  • Esters
  • Fused Ring Systems
  • Heterocycle intermediates