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N-(3,5-DiMethyladaMantan-1-yl)forMaMide

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CAS:351329-88-9
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CAS:351329-88-9
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Products Intro: Product Name:N-(3,5-DiMethyladaMantan-1-yl)forMaMide
CAS:351329-88-9
Purity:0.99 Package:25KG;1KG

N-(3,5-DiMethyladaMantan-1-yl)forMaMide manufacturers

N-(3,5-DiMethyladaMantan-1-yl)forMaMide Basic information
Product Name:N-(3,5-DiMethyladaMantan-1-yl)forMaMide
Synonyms:1-ForMylaMino-3,5-diMethyladaMantane;N-(3,5-DiMethyladaMantan-1-yl)forMaMide;N-(3,5-DiMethyltricyclo[3.3.1.13,7]dec-1-yl)forMaMide;N-ForMyl MeMantine;Memantine USP Related Compound E;Memantine Related Compound E (15 mg) (N-3,5-Dimethyladamantan-1-yl formamide);Memantine USP RC E;Memantine Impurity 5(Memantine USP RC E)
CAS:351329-88-9
MF:C13H21NO
MW:207.31
EINECS:609-072-3
Product Categories:Amines;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:351329-88-9.mol
N-(3,5-DiMethyladaMantan-1-yl)forMaMide Structure
N-(3,5-DiMethyladaMantan-1-yl)forMaMide Chemical Properties
Melting point 69.5℃
Boiling point 325.6±9.0 °C(Predicted)
density 1.07±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka16.08±0.60(Predicted)
color White to Off-White
Major Applicationpharmaceutical small molecule
InChIInChI=1S/C13H21NO/c1-11-3-10-4-12(2,6-11)8-13(5-10,7-11)14-9-15/h9-10H,3-8H2,1-2H3,(H,14,15)
InChIKeyNYQWYYMEIBHRSB-UHFFFAOYSA-N
SMILESC(NC12CC3(C)CC(CC(C)(C3)C1)C2)=O
Safety Information
WGK Germany WGK 3
HS Code 2903890002
Storage Class11 - Combustible Solids
MSDS Information
N-(3,5-DiMethyladaMantan-1-yl)forMaMide Usage And Synthesis
Chemical PropertiesWhite Solid
UsesN-Formyl Memantine is an impurity of Memantine (M218000). Memantine impurity E per USP.
Synthesis
1-Bromo-3,5-dimethyladamantane

941-37-7

formamide

77287-34-4

N-(3,5-DiMethyladaMantan-1-yl)forMaMide

351329-88-9

GENERAL METHOD: To a 17 mL stainless steel pressure microreactor or glass vial under argon protection, 0.3 mmol of manganese-containing catalyst, 10 mmol of 1-bromo-3,5-dimethyladamantane (I), and 30 mmol of formamide were sequentially added. The reaction mixture was heated with stirring at 120-130°C for 3-4 hours. After completion of the reaction, the reactor was cooled to room temperature and opened. The reaction mixture was washed with water and the reaction product was subsequently extracted with 33 mL of dichloromethane. The solvent was removed by distillation under reduced pressure and the residue was purified by recrystallization. Further purification by silica gel column chromatography (eluent: hexane-ethyl acetate mixed solvent) afforded N-(3,5-dimethyladamantan-1-yl)formamide (II). The yield of the product was 78% and the melting point was 69-70°C (hexane recrystallization). Its physicochemical properties and NMR spectral data were in agreement with those reported in the literature [7].

References[1] Russian Journal of General Chemistry, 2015, vol. 85, # 7, p. 1771 - 1772
[2] Zh. Obshch. Khim., 2015, vol. 85, # 7, p. 1210 - 1211,2
[3] Patent: WO2010/15415, 2010, A1. Location in patent: Page/Page column 16-17
[4] Patent: WO2010/83996, 2010, A1. Location in patent: Page/Page column 20-21
N-(3,5-DiMethyladaMantan-1-yl)forMaMide Preparation Products And Raw materials
Raw materials1,3-Dimethyladamantane-->1-Bromo-3,5-dimethyladamantane-->formamide
Tag:N-(3,5-DiMethyladaMantan-1-yl)forMaMide(351329-88-9) Related Product Information
Memantine Related Compound 1 Memantine-glucose Adduct 1 1-Bromo-3,5-dimethyladamantane 3-AMINO-5,7-DIMETHYLADAMANTAN-1-OL Hydrochloride Memantine-Galactose Adduct 1 1-Actamido-3,5-dimethyladmantane Memantine Glucuronic Acid Conjugate (Furanose Form) 3,5-DiMethyl-1-nitroadaMantane Tricyclo[3.3.1.13,7]decan-1-aMine, 3,5,7-triMethyl-, hydrochloride Memantine Lactose Adduct Demethyl Memantine Hydrochloride Memantine