1-Actamido-3,5-dimethyladmantane Chemical Properties

Melting point:

110-111°C

Boiling point:

348.5±9.0 °C(Predicted)

Density 

1.05

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Sparingly), Ethyl Acetate (Slightly)

pka

16.20±0.60(Predicted)

form 

Solid

color 

White

CAS DataBase Reference

19982-07-1(CAS DataBase Reference)

Safety Information

HS Code 

2902190000

1-Actamido-3,5-dimethyladmantane Usage And Synthesis

Chemical Properties

1-Actamido-3,5-dimethyladmantane is White Solid

Uses

1-Actamido-3,5-dimethyladmantane is an intermediate used for preparation of Memantine (M218000).

Synthesis

[0063] 1.00 g (5.50 mmol) of 3,5-dimethyl-1-adamantanol, 0.46 g (11.1 mmol) of acetonitrile, and 9.61 g of homotrimethylbenzene were added to a test tube with an outer diameter of 30 mm and mixed well. Subsequently, 1.12 g (11.1 mmol) of 97% concentrated sulfuric acid was slowly added dropwise to the mixed solution in the test tube to form a reaction solution. The reaction solution was stirred at a constant temperature at 30°C for 3 hours to promote the reaction. Upon completion of the reaction, 6.09 g of water was added to the reaction solution to quench the reaction, and the aqueous phase was removed by aqueous washing to obtain a homotrimethylbenzene solution containing 1-acetamido-3,5-dimethyladamantane (reaction yield: 80.4%). Next, 0.71 g of sodium hydroxide hydrate and 9.61 g of 1-hexanol were added to this solution to prepare a reaction solution. The reaction solution was stirred at 130 °C for 18 h to achieve hydrolysis of 1-acetamido-3,5-dimethyladamantane. Finally, the reaction solution was analyzed by gas chromatography (GC) to confirm the generation of memantine (reaction yield: 96.2%).

References

[1] Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, p. 867 - 871
[2] Zhurnal Organicheskoi Khimii, 1982, vol. 18, # 5, p. 1001 - 1005
[3] Patent: EP2949643, 2015, A1. Location in patent: Paragraph 0063

1-Actamido-3,5-dimethyladmantane(19982-07-1)Related Product Information

• ETHANE
• Dacthal
• Dimethyl fumarate
• Dimethyl carbonate
• Dimethyl sulfate
• Dimethyl sulfoxide
• Acetamide
• Acetaminophen
• N,N-Dimethylformamide
• Dimethyl ether
• Dimethyl phthalate
• 1-Hydroxy-3-amino-5,7-dimethyladamantane hydrochloride
• Tricyclo[3.3.1.13,7]decan-1-aMine, 3,5,7-triMethyl-, hydrochloride
• 3-AMINO-5,7-DIMETHYLADAMANTAN-1-OL Hydrochloride
• Memantine Lactose Adduct
• Memantine Related Compound 1
• Adamantane
• 1-Actamido-3,5-dimethyladmantane