2-AMINO-3-METHYLBENZAMIDE Chemical Properties

Melting point:

149 °C

Boiling point:

264.5±28.0 °C(Predicted)

Density 

1.185±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

15.88±0.50(Predicted)

Appearance

Off-white to light yellow Solid

Safety Information

HS Code 

2924297099

2-AMINO-3-METHYLBENZAMIDE Usage And Synthesis

Synthesis

Step A: 2-amino-3-methylbenzoic acid (4.0 g, 26.5 mmol) was dissolved in degassed DMF (40 mL) under nitrogen protection. HOBt (4.28 g, 31.7 mmol), DIEA (5.52 mL, 31.7 mmol) and 2N NH3/MeOH solution (19 mL, 37.1 mmol) were added sequentially. The reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure, and the crude product obtained was purified by silica gel column chromatography with an eluent of 10-60% EtOAc/hexane mixed solvent, resulting in 2-amino-3-methylbenzamide (2.52 g, 63% yield) as a white solid. The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6): δ 2.07 (s, 3H), 6.40-6.47 (m, 3H), 7.06 (m, 2H), 7.42 (d, 1H), 7.72 (br d, 1H).

References

[1] Organic and Biomolecular Chemistry, 2011, vol. 9, # 17, p. 6089 - 6099
[2] Journal of Medicinal Chemistry, 2017, vol. 60, # 2, p. 814 - 820
[3] Patent: WO2018/46933, 2018, A1. Location in patent: Page/Page column 32-33
[4] Patent: US2012/53174, 2012, A1. Location in patent: Page/Page column 48
[5] Patent: US2016/168140, 2016, A1. Location in patent: Paragraph 1161

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