5,6,7,8-TETRAHYDROQUINOLIN-8-AMINE Chemical Properties

Boiling point:

277.3±28.0 °C(Predicted)

Density 

1.081±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

8.93±0.20(Predicted)

Appearance

Light brown to brown Liquid

Safety Information

HS Code 

2933998090

5,6,7,8-TETRAHYDROQUINOLIN-8-AMINE Usage And Synthesis

Synthesis Reference(s)

Synthetic Communications, 33, p. 3497, 2003 DOI: 10.1081/SCC-120024729

Synthesis

General procedure for the synthesis of 5,6,7,8-tetrahydro-8-aminoquinolines from 6,7-dihydroquinolin-8(5H)-one oxime: 6,7-dihydro-8(5H)-quinolinone oxime (0.50 g, 3.1 mmol) was dissolved in 35 mL of methanol and 50 mg 10% Pd/C catalyst was added. The catalytic hydrogenation reaction was carried out at 50 psi hydrogen pressure. After 18 hours of reaction, the hydrogen in the reaction system was replaced with nitrogen and the reaction mixture was filtered through a diatomaceous earth pad to remove the catalyst. The filtrate was concentrated to dryness under reduced pressure to give 0.42 g (92% yield) of 5,6,7,8-tetrahydro-8-aminoquinoline as a purple oil.1H NMR (CDCl3) δ: 8.39 (d, 1H), 7.36 (d, 1H), 7.04 (m, 1H), 4.00 (t, 1H), 2.88-2.67 (m, 2H), 2.18 (m, 1H), 2.03-1.62 (m, 5H).

References

[1] Patent: WO2006/20415, 2006, A1. Location in patent: Page/Page column 112
[2] Synthetic Communications, 2003, vol. 33, # 20, p. 3497 - 3502
[3] Organic Process Research and Development, 2008, vol. 12, # 5, p. 823 - 830
[4] Chemical Communications, 2016, vol. 52, # 38, p. 6423 - 6426

5,6,7,8-TETRAHYDROQUINOLIN-8-AMINE(298181-83-6)Related Product Information

• 5,6,7,8-Tetrahydroquinolin-8-ol
• 8-Quinolinamine,5,6,7,8-tetrahydro-,(8S)-(9CI)
• 5,6,7,8-TETRAHYDROQUINOLIN-8-AMINE
• 8-Quinolinamine,5,6,7,8-tetrahydro-,(8R)-(9CI)
• 1,2,3,4-Tetrahydroquinolin-6-amine
• 1-methyl-1,2,3,4-tetrahydroquinolin-7-amine
• 8-Aminoquinoline
• 1-(3-METHYL-2-PYRIDINYL)ETHANAMINE
• 1-(3-METHYL-2-PYRIDINYL)-1-PROPANAMINE
• 5,6,7,8-tetrahydroquinolin-6-amine
• (R)-5,6,7,8-tetrahydroquinolin-5-amine
• 1-(Cyclopropylcarbonyl)-1,2,3,4-tetrahydroquinolin-7-amine
• 1-methyl-1,2,3,4-tetrahydroquinolin-6-amine
• 1-(2,2-dimethylpropanoyl)-1,2,3,4-tetrahydroquinolin-6-amine
• 1,2,3,4-TETRAHYDROQUINOLIN-5-AMINE
• 1-(azepane-1-sulfonyl)-1,2,3,4-tetrahydroquinolin-6-amine
• 1-(furan-3-ylcarbonyl)-1,2,3,4-tetrahydroquinolin-6-amine
• 1-cyclohexanecarbonyl-1,2,3,4-tetrahydroquinolin-6-amine