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2-AMINO-5-BROMOBENZAMIDE

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2-AMINO-5-BROMOBENZAMIDE Basic information

Product Name:
2-AMINO-5-BROMOBENZAMIDE
Synonyms:
  • 2-AMINO-5-BROMOBENZAMIDE
  • 2-Amino-5-bromobenzamide ,97%
  • Benzamide, 2-amino-5-bromo-
  • 5-bromoanthranilamide
  • 5-Methoxy-phthalicacid
  • Morphinan-3,14-diol,4,5-epoxy-6-(3,6,9,12,15,18,21-heptaoxadocos-1-yloxy)-17-(2-propen-1-yl)-,(5α,6α)-,ethanedioate(1:6)(salt)
CAS:
16313-66-9
MF:
C7H7BrN2O
MW:
215.05
EINECS:
200-589-5
Mol File:
16313-66-9.mol
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2-AMINO-5-BROMOBENZAMIDE Chemical Properties

Melting point:
189-191℃ (water ethanol )
Boiling point:
291.2±25.0℃ (760 Torr)
Density 
1.698±0.06 g/cm3 (20 ºC 760 Torr)
Flash point:
129.9±23.2℃
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
15.15±0.50(Predicted)
Appearance
White to off-white Solid
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
HazardClass 
IRRITANT
HS Code 
29242990
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2-AMINO-5-BROMOBENZAMIDE Usage And Synthesis

Chemical Properties

Off-white to light yellow solid

Synthesis

28144-70-9

16313-66-9

The general procedure for the synthesis of 2-amino-5-bromobenzamide from benzimidic acid,2-amino- (9CI) was as follows: 2-aminobenzamide (1.00 g, 7.34 mmol) was dissolved in acetonitrile (20 mL) at room temperature and N-bromosuccinimide (1.36 g, 7.70 mmol) was added with stirring. The reaction mixture was stirred continuously at room temperature for 0.5 h. The reaction was subsequently quenched with ice-cold water. The resulting precipitate was collected by filtration and the residue was recrystallized with acetonitrile to afford the light yellow solid product 2-amino-5-bromobenzamide (1.47 g, 93% yield) with a melting point of 186-187 °C (literature value: 185-187 °C, 27 °C).

References

[1] Tetrahedron, 2016, vol. 72, # 1, p. 123 - 133
[2] Tetrahedron Letters, 2006, vol. 47, # 23, p. 3889 - 3892
[3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 14, p. 4040 - 4043
[4] Archiv der Pharmazie, 1981, vol. 314, # 2, p. 176 - 180
[5] Molecules, 2017, vol. 22, # 1,

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