2-(3-Aminophenyl)acetic acid ethyl ester

2-(3-Aminophenyl)acetic acid ethyl ester Property

Boiling point:

138-140 °C(Press: 3-4 Torr)

Density 

1.112±0.06 g/cm3(Predicted)

storage temp. 

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

pka

4.36±0.10(Predicted)

Appearance

Brown to black Liquid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

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

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

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

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

2-(3-Aminophenyl)acetic acid ethyl ester Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of ethyl 2-(3-aminophenyl)acetate from ethyl 3-nitrophenylacetate: ethyl 2-(3-nitrophenyl)acetate (3h) (1.05 g, 3.40 mmol) was dissolved in methanol (25 mL) and hydrogenation reaction was carried out for 4 h by adding 10% Pd/C (catalytic amount) as a catalyst. After completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to afford the target product ethyl 2-(3-aminophenyl)acetate (4h). The product was characterized by 1H-NMR (200 MHz, CDCl3): δ 1.25 (t, 3H, J = 7.2 Hz), 3.51 (s, 2H), 4.14 (q, 2H, J = 7.2 Hz), 6.59-6.71 (m, 3H), 7.11 (t, 1H, J = 7.8 Hz). The reaction was carried out quantitatively in 100% yield.

References

[1] Patent: EP3381898, 2018, A1. Location in patent: Paragraph 0200; 0265
[2] Collection of Czechoslovak Chemical Communications, 1995, vol. 60, # 4, p. 659 - 669
[3] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 3, p. 1206 - 1217
[4] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 1, p. 217 - 220
[5] Patent: US6150373, 2000, A