4-Amino-N-methylbenzamide Chemical Properties

Melting point:

181 °C

Boiling point:

364.1±25.0 °C(Predicted)

Density 

1.137

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

15.84±0.46(Predicted)

color 

White to Light yellow to Light orange

CAS DataBase Reference

6274-22-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

29242990

4-Amino-N-methylbenzamide Usage And Synthesis

Synthesis

Ammonium chloride (29.6 g, 55.4 mmol) in water (200 mL) and methanol (200 mL) was added to a solution of N-methyl-4-nitro-benzamide (10 g, 55.4 mmol) in THF (160 mL). Zinc powder (29 g, 44.4 mmol) was added portion wise and the mixture stirred for 15 minutes. The reaction mixture was filtered over celite, the filtrate was then concentrated and extracted with ethyl acetate. The organics were washed with brine solution, dried over Na2SO4 and concentrated to afford 7.2 g (86percent) of 4-Amino-N-methylbenzamide. 1H NMR: (DMSO-d6): δ 7.9 (s, 1H), 7.6 (d, 2H), 6.5 (d, 2H), 5.6 (s, 2H), 2.7 (s, 3H).

References

[1] Patent: US2009/239848, 2009, A1. Location in patent: Page/Page column 24
[2] Patent: WO2010/133672, 2010, A1. Location in patent: Page/Page column 30
[3] Journal of Chemical Research, 2006, # 4, p. 223 - 224
[4] Journal of Medicinal Chemistry, 1984, vol. 27, # 6, p. 779 - 782
[5] Journal of the American Chemical Society, 1938, vol. 60, p. 1081

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