7-AMINO-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE Chemical Properties

Melting point:

140℃

Boiling point:

346.5±31.0 °C(Predicted)

Density 

1.193±0.06 g/cm3 (20 ºC 760 Torr)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

3.92±0.20(Predicted)

form 

Crystalline Powder

color 

Yellow to brown

Safety Information

Hazard Codes 

T

Risk Statements 

36/38-25

Safety Statements 

22-26-36/37/39-45

HazardClass 

IRRITANT

HS Code 

2921450090

7-AMINO-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE Usage And Synthesis

Synthesis

General procedure for the synthesis of 7-amino-1-tetrahydronaphthalenone from 7-nitro-3,4-dihydro-2H-1-naphthalenone: (i) To a methanol (50 mL) solution of 7-nitro-1-tetrahydronaphthalenone (1.95 g; 10 mmol) was added sequentially ammonium formate (2 g), 5% Pd/C (1 g) and formic acid (0.5 g; as a catalyst). The reaction mixture was stirred for 30 min. After completion of the reaction, the reaction solution was filtered and the filtrate was concentrated. The residue was extracted with dichloromethane (50 mL + 25 mL), filtered and concentrated the combined organic phases. The product 7-amino-1-tetralone 1.4 g (88% yield) was obtained.1H-NMR (500 MHz; CDCl3): δ 7.32 (d, 1H); 7.03 (d, 1H); 6.83 (dd, 1H); 3.70 (b, 2H); 2.85 (t, 2H); 2.61 (t, 2H); 2.10 (m, 2H).

References

[1] Justus Liebigs Annalen der Chemie, 1927, vol. 451, p. 53
[2] Justus Liebigs Annalen der Chemie, 1955, vol. 596, p. 1,220
[3] Collection of Czechoslovak Chemical Communications, 1933, vol. 5, p. 170,177
[4] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 13, p. 3574 - 3577
[5] Patent: US2004/167128, 2004, A1. Location in patent: Page 59

7-AMINO-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE(22009-40-1)Related Product Information

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