4-nitro-N-tricyclo[3.3.1.1~3,7~]dec-1-ylbenzamide

Base Information

• Chemical Name: 4-nitro-N-tricyclo[3.3.1.1~3,7~]dec-1-ylbenzamide
• CAS No.: 30979-60-3
• Molecular Formula: C17H20 N2 O3
• Molecular Weight: 300.357
• Hs Code.: 2924299090
• Mol file: 30979-60-3.mol

Synonyms:Benzamide,N-1-adamantyl-p-nitro- (8CI); N-(1-Adamantyl)-4-nitrobenzoic acid amide

Chemical Property of 4-nitro-N-tricyclo[3.3.1.1~3,7~]dec-1-ylbenzamide

Chemical Property:

• Vapor Pressure: 4.44E-10mmHg at 25°C
• Boiling Point: 498.7°C at 760 mmHg
• Flash Point: 255.4°C
• PSA: 74.92000
• Density: 1.29g/cm³
• LogP: 4.20750

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-nitro-N-tricyclo[3.3.1.1~3,7~]dec-1-ylbenzamide

There total 4 articles about 4-nitro-N-tricyclo[3.3.1.1~3,7~]dec-1-ylbenzamide 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: 84.0%

1-adamanthanol (768-95-6) + 4-nitrobenzaldehdye (555-16-8) → N-(adamantan-1-yl)-4-nitrobenzamide (30979-60-3)

Guidance literature:

4-nitrobenzaldehdye; With sodium azide; trifluorormethanesulfonic acid; acetic acid; at 40 ℃; for 2h;

1-adamanthanol; With trifluorormethanesulfonic acid; at 90 ℃;

DOI:10.1016/j.tetlet.2016.08.069

Reference yield: 72.0%

1-Adamantanamine (768-94-5) + 4-nitro-benzoic acid (62-23-7) → N-(adamantan-1-yl)-4-nitrobenzamide (30979-60-3)

Guidance literature:

With tetrachloromethane; Bis(p-nitrophenyl) phosphate; 3-Methyl-1-phenyl-2-phospholene 1-oxide; In toluene; at 110 ℃; for 20h; Green chemistry;

DOI:10.1039/c7ob01510k

Reference yield:

3-bromo-3-(4-nitrophenyl)diazirine (115127-49-6) + 1-(adamantane-1-carbonyloxy)pyridine-2(1H)-thione (91233-19-1) → N-(adamantan-1-yl)-4-nitrobenzamide (30979-60-3)

Guidance literature:

In dichloromethane; at 0 ℃; for 2h; Irradiation;

DOI:10.1021/ja00071a017

upstream raw materials:

3-bromo-3-(4-nitrophenyl)diazirine

1-(adamantane-1-carbonyloxy)pyridine-2(1H)-thione

1-adamanthanol

4-nitrobenzaldehdye

Downstream raw materials:

N-(1-adamantyl)-4-aminobenzamide

N--N'-(carboxypentamethylen)thioharnstoff

N--N'-methylthioharnstoff

p-(Adamant-1-ylcarbamoyl)phenylisothiocyanat

Refernces

• 1、 Singh, Garima,Dada, Ravikrishna,Yaragorla, Srinivasarao. "TfOH catalyzed One-Pot Schmidt–Ritter reaction for the synthesis of amides through N-acylimides". supporting information. p. 4424 - 4427. Retrieved 2016/09/13.
• 2、 Kreutzberger,Schroeders. "Antiviral agents/4th communication: the aromatically substituted carbonic acid amide structure in potentically virustatic compounds (author's transl)". . p. 994 - 997,995,997. Retrieved 2007/10/09.