5-AMinothiophene-2-carbonitrile

5-AMinothiophene-2-carbonitrile Property

Boiling point:

312.1±22.0 °C(Predicted)

Density 

1.33±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

-0.37±0.10(Predicted)

Appearance

Off-white to brown Solid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

5-AMinothiophene-2-carbonitrile Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 5-aminothiophene-2-carbonitrile from 5-nitrothiophene-2-carbonitrile: 5-nitrothiophene-2-carbonitrile (1 g, 6.5 mmol) was suspended in methanol (30 mL), aqueous NH4Cl (30 mL containing 4.5 g, 65 mmol) was added, followed by activated zinc (4.2 g, 65 mmol). The reaction mixture was stirred for 0.5 h at room temperature. After completion of the reaction, the mixture was filtered through a short diatomaceous earth pad and the filtrate was concentrated. The concentrated residue was partitioned between ethyl acetate and water. The organic layer was separated and the aqueous layer was further extracted with ethyl acetate. All organic extracts were combined, washed sequentially with water and brine, dried over MgSO4 and concentrated to give 5-aminothiophene-2-carbonitrile as a yellow solid (0.7 g, 87% yield).

References

[1] Patent: US2011/130398, 2011, A1. Location in patent: Page/Page column 79; 80
[2] Patent: US6353006, 2002, B1. Location in patent: Page column 146