4-[(DIMETHYLAMINO)METHYL]BENZONITRILE

4-[(DIMETHYLAMINO)METHYL]BENZONITRILE Property

storage temp. 

Sealed in dry,Room Temperature

Appearance

Colorless to light yellow Liquid

Safety

HS Code 

2926907090

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

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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.

4-[(DIMETHYLAMINO)METHYL]BENZONITRILE Chemical Properties,Usage,Production

Synthesis

GENERAL STEPS: 4-Cyanobenzyl bromide (10 g, 0.05 mol), sodium carbonate (5.95 g, 56.0 mmol, 1.1 eq.) and dimethylamine (56.0 mmol, 1.1 eq.) were dissolved in N,N-dimethylformamide (75 mL) and stirred at room temperature for 3 hours. The reaction mixture was then heated to 90°C to continue the reaction. After completion of the reaction, it was cooled to room temperature, water (200 mL) was added and stirred at 0°C. The reaction was carried out at 0°C with the addition of water. If crystals precipitated, they were collected by filtration, washed with cold water (2 x 50 mL) and dried under vacuum to give the first products. The filtrates were combined and extracted with ethyl acetate (3 x 50 mL), the organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the second product. The total yield of the products was 72-98%.

References

[1] Angewandte Chemie - International Edition, 2007, vol. 46, # 46, p. 8869 - 8871
[2] Collection of Czechoslovak Chemical Communications, 1987, vol. 52, # 8, p. 2095 - 2106
[3] European Journal of Medicinal Chemistry, 2018, vol. 152, p. 31 - 52
[4] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 17, p. 5891 - 5908
[5] Archiv der Pharmazie, 1962, vol. 295 /67, p. 690 - 697