4-Oxoadamantane-1-carboxamide

Base Information

• Chemical Name: 4-Oxoadamantane-1-carboxamide
• CAS No.: 155396-16-0
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.246
• DSSTox Substance ID: DTXSID00385763
• Mol file: 155396-16-0.mol

Synonyms:4-oxoadamantane-1-carboxamide;155396-16-0;Oprea1_800354;4-Oxo-1-adamantanecarboxamide;SCHEMBL2719341;SCHEMBL15705243;DTXSID00385763;WBKQGUVLWVPHQU-UHFFFAOYSA-N;MFCD01825847;AKOS004123291;AKOS017259247;SDCCGMLS-0065152.P001;4-oxoadamantane-1-carboxylic acid amide;LS-04310;4-Oxoadamantane-1-carboxamide, AldrichCPR;CS-0324285;FT-0683771

Chemical Property of 4-Oxoadamantane-1-carboxamide

Chemical Property:

• Vapor Pressure: 8.09E-07mmHg at 25°C
• Boiling Point: 406.5°C at 760 mmHg
• Flash Point: 199.7°C
• PSA: 60.16000
• Density: 1.295g/cm³
• LogP: 1.56740
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 305

Purity/Quality:

98%min ^*data from raw suppliers

4-oxoadamantane-1-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC(C2)(CC1C3=O)C(=O)N

Technology Process of 4-Oxoadamantane-1-carboxamide

There total 2 articles about 4-Oxoadamantane-1-carboxamide 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:

4-oxoadamantane-1-carboxylic acid (56674-87-4) → 4-Oxo-adamantane-1-carboxylic acid amide (155396-16-0)

Guidance literature:

4-oxoadamantane-1-carboxylic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 - 50 ℃; for 3h;

With ammonia; In tetrahydrofuran; water; at 20 ℃; for 0.5h; Cooling with ice;

Reference yield:

4-oxoadamantane-1-carboxylic acid → 4-oxoadamantane-1-carboxamide (155396-16-0)

Guidance literature:

4-oxoadamantane-1-carboxylic acid; With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 2h;

With ammonium hydroxide; In tetrahydrofuran; for 0.5h; Cooling with ice;

Reference yield:

4-oxoadamantane-1-carboxamide (155396-16-0) → N-(5-carbamoyl-2-adamantyl)-5-(4-fluorophenyl)furan-2-carboxamide

Guidance literature:

Multi-step reaction with 3 steps

1.1: ammonia; palladium 10% on activated carbon; hydrogen / methanol / 42 h / Sealed tube; Inert atmosphere

1.2: 6 h

2.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 20 °C

3.1: palladium diacetate; potassium carbonate; tris-(o-tolyl)phosphine; tetrabutylammomium bromide / toluene; methanol; water / 12 h / 75 °C

With palladium 10% on activated carbon; tetrabutylammomium bromide; ammonia; hydrogen; palladium diacetate; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; In methanol; dichloromethane; water; toluene; 3.1: |Suzuki Coupling;

upstream raw materials:

4-oxoadamantane-1-carboxylic acid

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