N-cyclohexyl-2-nitroaniline

Base Information

• Chemical Name: N-cyclohexyl-2-nitroaniline
• CAS No.: 6373-71-3
• Molecular Formula: C₁₂H₁₆N₂O₂
• Molecular Weight: 220.271
• European Community (EC) Number: 657-144-8
• Nikkaji Number: J56.037E
• ChEMBL ID: CHEMBL5194331
• Mol file: 6373-71-3.mol

Synonyms:N-cyclohexyl-2-nitroaniline;6373-71-3;cyclohexyl(2-nitrophenyl)amine;n-cyclohexyl-2-nitrobenzenamine;Cyclohexyl-(2-nitro-phenyl)-amine;N-cyclohexyl-o-nitroaniline;Oprea1_490253;2-Nitro-N-cyclohexyl aniline;SCHEMBL541921;CHEMBL5194331;NENZSHGMDIEWOH-UHFFFAOYSA-N;Benzenamine, N-cyclohexyl-2-nitro-;Cyclohexylamine, N-(o-nitrophenyl)-;MFCD00579685;STK103886;AKOS000541751;SB80431;LS-07667;C.I.10365;CS-0244825;EN300-295195;SR-01000319737;SR-01000319737-1;Z31198072;F1911-3513

Chemical Property of N-cyclohexyl-2-nitroaniline

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 220.121177757
• Heavy Atom Count: 16
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

N-Cyclohexyl-2-nitroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)NC2=CC=CC=C2[N+](=O)[O-]
• Uses: N-Cyclohexyl-2-nitroaniline is a useful reagent in the preparation of phenoxypyridine based oxo-dihydroquinoxaline derivatives used as c-Met kinase inhibitors.

Technology Process of N-cyclohexyl-2-nitroaniline

There total 8 articles about N-cyclohexyl-2-nitroaniline 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: 100.0%

cyclohexylamine (108-91-8,157973-60-9) + ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → N-cyclohexyl-2-nitroaniline (6373-71-3)

Guidance literature:

In toluene; at 25 ℃; Rate constant; also in DMSO;

Reference yield: 99.0%

cyclohexylamine (108-91-8,157973-60-9) + 2-Chloronitrobenzene (88-73-3) → N-cyclohexyl-2-nitroaniline (6373-71-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 6h;

DOI:10.1055/s-0029-1216890

Reference yield: 99.0%

o-nitroiodobenzene (609-73-4) + cyclohexylamine (108-91-8,157973-60-9) → N-cyclohexyl-2-nitroaniline (6373-71-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1002/ejoc.201000149

upstream raw materials:

cyclohexylamine

2-Chloronitrobenzene

ortho-nitrofluorobenzene

Hexakis-<2-nitro-phenoxy>-cyclotriphosphonitril

Downstream raw materials:

N-Cyclohexyl-N-carbethoxyacetyl-o-nitro-anilin

1-cyclohexyl-2-phenyl-1H-benzo[d]imidazole

bis(1-cyclohexylbenzimidazol-2-yl)methane

bis(1-cyclohexyl-3-methyl-benzimidazol-2-ylidene)methane

Refernces

• 1、 Wang, Zhen,Shi, Jiantao,Zhu, Xianglong,Zhao, Wenwen,Gong, Yilin,Hao, Xuechen,Hou, Yunlei,Liu, Yajing,Ding, Shi,Liu, Ju,Chen, Ye. "Design, synthesis and biological evaluation of novel 4-phenoxypyridine based 3-oxo-3,4-dihydroquinoxaline-2-carboxamide derivatives as potential c-Met kinase inhibitors". . . Retrieved 2020/10/21.
• 2、 -. "CHOLECYSTOKININ 2 RECEPTOR TARGETED NIR IMAGING AND USE THEREOF". Paragraph 0103. . Retrieved 2018/04/20.