1,3-Bis(acetylamino)adamantane

Base Information

• Chemical Name: 1,3-Bis(acetylamino)adamantane
• CAS No.: 59940-35-1
• Molecular Formula: C14H22N2O2
• Molecular Weight: 250.341
• DSSTox Substance ID: DTXSID80384719
• Nikkaji Number: J3.089.577K
• Wikidata: Q82177045
• Mol file: 59940-35-1.mol

Synonyms:59940-35-1;N,N'-(Adamantane-1,3-diyl)diacetamide;1,3-bis(acetylamino)adamantane;N-(3-acetamido-1-adamantyl)acetamide;1,3-diacetaMidoadaMantane;N-[3-(acetylamino)-1-adamantyl]acetamide;N-(3-acetamidoadamantan-1-yl)acetamide;Maybridge3_003215;Oprea1_232506;1,3-di-acetylamino adamantane;SCHEMBL6058547;1,3-di-(Acetylamino)adamantane;DTXSID80384719;IDKMCHZWZPAIGE-UHFFFAOYSA-N;HMS1440C03;AKOS002678761;CCG-236885;IDI1_014602

Chemical Property of 1,3-Bis(acetylamino)adamantane

Chemical Property:

• PSA: 65.18000
• LogP: 3.03060
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 250.168127949
• Heavy Atom Count: 18
• Complexity: 357

Purity/Quality:

98% ^*data from raw suppliers

N,N'-(Adamantane-1,3-diyl)diacetamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC12CC3CC(C1)CC(C3)(C2)NC(=O)C

Technology Process of 1,3-Bis(acetylamino)adamantane

There total 2 articles about 1,3-Bis(acetylamino)adamantane 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: 61.0%

N-hydroxyphthalimide (524-38-9) + adamantane (281-23-2) → N-(1-adamantyl)acetamide (880-52-4) + N,N'-(adamantane-1,3-diyl)diacetamide (59940-35-1)

Guidance literature:

With iodic acid; In acetonitrile; at 80 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1039/c6cc07164c

Reference yield:

1,3-dibromoadamantane (876-53-9) + acetonitrile (75-05-8,26809-02-9) → N,N'-(adamantane-1,3-diyl)diacetamide (59940-35-1)

Guidance literature:

With sulfuric acid; silver sulfate;

Reference yield: 96.0%

N,N'-(adamantane-1,3-diyl)diacetamide (59940-35-1) → adamantane-1,3-bis(aminium) dichloride (26562-81-2)

Guidance literature:

With hydrogenchloride; water; for 25h; Reflux;

DOI:10.1134/S1070428017080024

upstream raw materials:

1,3-dibromoadamantane

acetonitrile

N-hydroxyphthalimide

adamantane

Downstream raw materials:

1,3-diaminoadamantane

adamantane-1,3-bis(aminium) dichloride

Refernces