Methyl 2-(broMoMethyl)-5-cyanobenzoate

Methyl 2-(broMoMethyl)-5-cyanobenzoate Property

storage temp. 

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

Appearance

White to off-white Solid

Safety

HS Code 

2926907090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

Methyl 2-(broMoMethyl)-5-cyanobenzoate Chemical Properties,Usage,Production

Synthesis

B) Synthesis of methyl 2-(bromomethyl)-5-cyanobenzoate Methyl 5-cyano-2-methylbenzoate (8.9 g), N-bromosuccinimide (9.5 g), 2,2'-azobis(isobutyronitrile) (0.83 g) were mixed with (trifluoromethyl)benzene (200 mL) and the reaction was stirred for 6 hours at 80 °C under nitrogen protection. Upon completion of the reaction, the mixture was poured into water, the organic layer was separated and dried over anhydrous sodium sulfate, and subsequently concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate) to afford the target product methyl 2-(bromomethyl)-5-cyanobenzoate (8.05 g). The product was characterized by 1H NMR (300 MHz, CDCl3) with chemical shifts of δ3.98 (3H, s), 4.96 (2H, s), 7.61 (1H, d, J = 7.9 Hz), 7.77 (1H, dd, J = 7.9,1.9 Hz), 8.27 (1H, d, J = 1.9 Hz).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 10, p. 2823 - 2827
[2] Patent: WO2004/18414, 2004, A2. Location in patent: Page 108-109
[3] Journal of Medicinal Chemistry, 2004, vol. 47, # 3, p. 612 - 626
[4] Patent: US2017/15655, 2017, A1. Location in patent: Paragraph 1108-1109
[5] Patent: EP3327019, 2018, A1. Location in patent: Paragraph 0274