Benzonitrile, 5-acetyl-2-amino- (9CI) Chemical Properties

Melting point:

159-161°C

Boiling point:

375℃

Density 

1.20

Flash point:

180℃

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Chloroform (Slightly), Methanol (Slightly, Heated)

form 

Solid

pka

-0.62±0.10(Predicted)

color 

Light Yellow to Dark Yellow

InChI

InChI=1S/C9H8N2O/c1-6(12)7-2-3-9(11)8(4-7)5-10/h2-4H,11H2,1H3

InChIKey

SJXQSPLLUXAJQJ-UHFFFAOYSA-N

SMILES

C(#N)C1=CC(C(C)=O)=CC=C1N

Safety Information

HS Code 

29269090

Benzonitrile, 5-acetyl-2-amino- (9CI) Usage And Synthesis

Chemical Properties

Yellow Solid

Uses

Cimaterol intermediate.

Synthesis

b. Preparation of 3-cyano-4-aminoacetophenone: 3-iodo-4-aminoacetophenone prepared above was dissolved in 95 mL of N,N-dimethylformamide (DMF) and 20.9 g of cuprous cyanide (CuCN) was added. The reaction was stirred under reflux conditions for 6 hours and subsequently cooled to 100 °C. The reaction mixture was slowly poured into 2 L of ice water and continued to cool to room temperature. The precipitate was collected by filtration, air dried and extracted with tetrahydrofuran (THF). The extract was concentrated and the resulting solid was washed with ethanol, filtered again and dried to give a yellow crystalline product in 56.9% yield with a melting point of 150-152 °C.

References

[1] Patent: EP1439164, 2004, A1. Location in patent: Page 5
[2] Arzneimittel-Forschung/Drug Research, 1984, vol. 34, # 11 A, p. 1612 - 1624