3'-Aminobenzanilide Chemical Properties

Melting point:

124-125°C

Boiling point:

308.3±25.0 °C(Predicted)

Density 

1.244±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

13.22±0.70(Predicted)

Appearance

Light yellow to yellow Solid

CAS DataBase Reference

16091-26-2(CAS DataBase Reference)

NIST Chemistry Reference

M-aminobenzanilide(16091-26-2)

EPA Substance Registry System

Benzamide, N-(3-aminophenyl)- (16091-26-2)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HazardClass 

IRRITANT

3'-Aminobenzanilide Usage And Synthesis

Synthesis

The general procedure for the synthesis of m-aminobenzanilide from N-(3-nitrophenyl)benzamide was as follows: N-(3-nitrophenyl)benzamide (10a) was dissolved in ethanol (20 mL) and an aqueous solution of iron powder (2.5 g) and ammonium chloride (0.53 g, 10 mmol) was added. The reaction mixture was heated to reflux for 2 hours. After completion of the reaction, it was filtered while hot, the filtrate was collected and rotary evaporated to dryness. The resulting solid was dissolved in acetone, filtered to remove insoluble matter, the filtrate was collected and rotary evaporated to dryness to give m-aminobenzanilide (11a) in 89.8% yield.

References

[1] Synthesis (Germany), 2012, vol. 44, # 16, p. 2579 - 2586
[2] Synthetic Communications, 2000, vol. 30, # 20, p. 3639 - 3644
[3] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 9, p. 709 - 711
[4] Patent: CN106699755, 2017, A. Location in patent: Paragraph 0103; 0195; 0196
[5] Journal of Chemical Research, 2006, # 4, p. 223 - 224

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