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1-Actamido-3,5-dimethyladmantane

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CAS:19982-07-1
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1-Actamido-3,5-dimethyladmantane manufacturers

1-Actamido-3,5-dimethyladmantane Basic information
Product Name:1-Actamido-3,5-dimethyladmantane
Synonyms:n-(3,5-dimethyl-1-adamantyl)-acetamide;1-ACETAMIDO-3,5-DIMETHYLADMANTANE;1-Acetamido-3,5-dimethyladamantane;1-acetate amino-3,5- Dimethyl Adamantane;1. 1-actamido-3,5-dimethyladmantane;N-Acetyl Memantine ;AcetylaMino-3,5-diMethyladaMantane;Acetamide,N-(3,5-dimethyltricyclo[3.3.1.13,7]dec-1-yl)-
CAS:19982-07-1
MF:C14H23NO
MW:221.34
EINECS:606-412-2
Product Categories:Amines;Intermediates;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:19982-07-1.mol
1-Actamido-3,5-dimethyladmantane Structure
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)
pka16.20±0.60(Predicted)
form Solid
color White
CAS DataBase Reference19982-07-1(CAS DataBase Reference)
Safety Information
WGK Germany WGK 3
HS Code 2902190000
Storage Class11 - Combustible Solids
MSDS Information
1-Actamido-3,5-dimethyladmantane Usage And Synthesis
Chemical Properties1-Actamido-3,5-dimethyladmantane is White Solid
Uses1-Actamido-3,5-dimethyladmantane is an intermediate used for preparation of Memantine (M218000).
Synthesis
3,5-Dimethyl-1-adamantanol

707-37-9

Acetonitrile

75-05-8

1-Actamido-3,5-dimethyladmantane

19982-07-1

[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
Tag:1-Actamido-3,5-dimethyladmantane(19982-07-1) Related Product Information
ETHANE Dacthal Dimethyl fumarate Dimethyl carbonate Dimethyl sulfate 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 Dimethyl sulfoxide Adamantane 1-Actamido-3,5-dimethyladmantane

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