2-Amino-5-bromobenzaldehyde Chemical Properties

Melting point:

75-77°

Boiling point:

290.3±25.0 °C(Predicted)

Density 

1.673

storage temp. 

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

pka

-0.35±0.10(Predicted)

form 

Solid

color 

Yellow

Sensitive 

Air Sensitive

CAS DataBase Reference

29124-57-0

Safety Information

HazardClass 

IRRITANT

HS Code 

2922390090

2-Amino-5-bromobenzaldehyde Usage And Synthesis

Uses

Participate in synthesis and structure activity of novel camptothecin analogs.

Synthesis

General procedure for the synthesis of 2-amino-5-bromobenzaldehyde from 2-amino-5-bromobenzenemethanol: With reference to Example 286, 2-amino-5-bromobenzenemethanol (23.32 g) and activated manganese dioxide (58.5 g) were added to acetone (300 ml). The reaction mixture was stirred at room temperature for 17.5 hours and then filtered. The filtrate was concentrated under reduced pressure to give 2-amino-5-bromobenzaldehyde (16.41 g, 71% yield). The structure of the product was confirmed by 1H NMR (200 MHz, CDCl3): δ 6.10-6.20 (2H, br), 6.57 (1H, d, J=8.8 Hz), 7.38 (1H, dd, J=8.8,2.4 Hz), 7.59 (1H, d, J=2.4 Hz), 9.81 (1H, s).

References

[1] Organic Syntheses, 2013, vol. 90, p. 240 - 250
[2] ChemistryOpen, 2015, vol. 4, # 2, p. 107 - 110
[3] Patent: CN107304201, 2017, A. Location in patent: Paragraph 0061; 0065
[4] Patent: US6166006, 2000, A
[5] Journal of Organic Chemistry, 2010, vol. 75, # 4, p. 1188 - 1196

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