2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER Chemical Properties

Melting point:

90-94 °C

Boiling point:

386.8±42.0 °C(Predicted)

Density 

1.2079 (rough estimate)

refractive index 

1.6800 (estimate)

storage temp. 

2-8°C(protect from light)

pka

0.53±0.20(Predicted)

Appearance

Off-white to yellow Solid

InChI

InChI=1S/C10H13NO2S/c1-2-13-10(12)8-6-4-3-5-7(6)14-9(8)11/h2-5,11H2,1H3

InChIKey

BOJXCJDYZJSPMZ-UHFFFAOYSA-N

SMILES

C12CCCC=1C(C(OCC)=O)=C(N)S2

CAS DataBase Reference

4815-29-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/22-36/37/38

Safety Statements 

22-36/37/39-26

HazardClass 

IRRITANT

HS Code 

29349990

MSDS

• Language:English Provider:ACROS

2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER Usage And Synthesis

Chemical Properties

light yellow to beige-brown crystalline powder

Synthesis

GENERAL METHOD: Cyclopentanone (1.06 mL, 10 mmol), ethyl cyanoacetate (1.15 mL, 10 mmol), morpholine (0.90 mL, 10 mmol), and sulfur powder (0.32 g, 10 mmol) were dissolved in ethanol (10 mL) with stirring and refluxed overnight. Upon completion of the reaction, the reaction mixture was cooled to room temperature and the solvent was subsequently removed under vacuum. The crude product was washed with cold ethanol, filtered through a sintered funnel and dried under vacuum. The dried crude product was dissolved in dichloromethane and washed with brine. The organic layer was separated and concentrated under low vacuum to afford the target compound ethyl 2-amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylate (2a), yield: 73% (1.83 g).

References

[1] Synthetic Communications, 2010, vol. 40, # 14, p. 2067 - 2074
[2] Journal of Sulfur Chemistry, 2014, vol. 35, # 3, p. 261 - 269
[3] Chemical Communications, 2018, vol. 54, # 81, p. 11411 - 11414
[4] Archiv der Pharmazie, 2018, vol. 351, # 5,
[5] Journal of Medicinal Chemistry, 2002, vol. 45, # 2, p. 382 - 389

2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER(4815-29-6)Related Product Information

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