N-(3,5-Dimethyladamantan-1-yl)formamide

Base Information

• Chemical Name: N-(3,5-Dimethyladamantan-1-yl)formamide
• CAS No.: 351329-88-9
• Molecular Formula: C13H21NO
• Molecular Weight: 207.316
• Hs Code.: 2903890002
• European Community (EC) Number: 609-072-3
• UNII: 6SSG3K6HBR
• DSSTox Substance ID: DTXSID20385720
• Mol file: 351329-88-9.mol

Synonyms:N-(3,5-Dimethyladamantan-1-yl)formamide;351329-88-9;N-(3,5-dimethyl-1-adamantyl)formamide;N-Formylmemantine;6SSG3K6HBR;1-formamido-3,5-dimethyladamantane;N-3,5-Dimethyladamantan-1-yl formamide;N-Formyl Memantine;UNII-6SSG3K6HBR;N-Formyl memantine [USP];Memantine Related Compound E;Oprea1_367411;SCHEMBL735328;DTXSID20385720;NYQWYYMEIBHRSB-UHFFFAOYSA-N;MFCD01825787;1-Formylamino-3,5-dimethyladamantane;AKOS018545951;DS-7148;N-formyl-1-amino-3,5-dimethyladamantane;CS-0061413;W17276;A874753;Formamide, N-(3,5-dimethyltricyclo(3.3.1.13,7)dec-1-yl)-;FORMAMIDE, N-(3,5-DIMETHYLTRICYCLO(3.3.1.1(SUP 3,7))DEC-1-YL)-

Chemical Property of N-(3,5-Dimethyladamantan-1-yl)formamide

Chemical Property:

• Melting Point: 69.5℃
• Boiling Point: 325.639 °C at 760 mmHg
• PKA: 16.08±0.60(Predicted)
• Flash Point: 194.254 °C
• PSA: 32.59000
• Density: 1.07 g/cm³
• LogP: 3.32170
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 207.162314293
• Heavy Atom Count: 15
• Complexity: 294

Purity/Quality:

99% ^*data from raw suppliers

N-FormylMemantine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CC3CC(C1)(CC(C3)(C2)NC=O)C
• Uses: N-Formyl Memantine is an impurity of Memantine (M218000). Memantine impurity E per USP.

Technology Process of N-(3,5-Dimethyladamantan-1-yl)formamide

There total 15 articles about N-(3,5-Dimethyladamantan-1-yl)formamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

1-chloro-3,5-dimethyl-adamantane (707-36-8) + formamide (77287-34-4,77287-35-5,60100-09-6) → 1-formamido-3,5-dimethyltricyclo[3.3.1.13,7]decane (351329-88-9)

Guidance literature:

at 150 ℃; for 8h;

DOI:10.1021/op060246+

Reference yield: 96.96%

1,3-dimethyladamantane (702-79-4) + formamide (77287-34-4,77287-35-5,60100-09-6) → 1-formamido-3,5-dimethyltricyclo[3.3.1.13,7]decane (351329-88-9)

Guidance literature:

1,3-dimethyladamantane; With sulfuric acid; nitric acid; at 20 - 25 ℃; for 6.5h;

formamide; at 30 - 35 ℃; for 3h;

DOI:10.1080/00304948.2020.1785807

Reference yield: 95.0%

1-chloro-3,5-dimethyl-adamantane (707-36-8) + formamide (77287-34-4,77287-35-5,60100-09-6) → 1-formamido-3,5-dimethyltricyclo[3.3.1.13,7]decane (351329-88-9)

Guidance literature:

at 150 ℃; for 6h;

upstream raw materials:

3,5-dimethyl-1-bromoadamantane

formamide

1-chloro-3,5-dimethyl-adamantane

1,3-dimethyladamantane

Downstream raw materials:

memantine*

memantine hydrochloride

Refernces

• 1、 Ba, Ngoc Minh Ho,Chau Phan, Dinh,Duong Vu, Binh,Tran, Hung Van. "An Improved Synthesis of Memantine Hydrochloride". . . Retrieved 2020.
• 2、 -. "PROCESS FOR PREPARATION OF MEMANTINE". . . Retrieved 2020/05/19.
• 3、 -. "Method for synthesizing N-alkanoyl memantine". Paragraph 0062-0067. . Retrieved 2019/07/04.