N-(4-Nitrophenyl)acrylamide

Base Information

• Chemical Name: N-(4-Nitrophenyl)acrylamide
• CAS No.: 7766-38-3
• Molecular Formula: C9H8N2O3
• Molecular Weight: 192.174
• European Community (EC) Number: 231-861-2
• DSSTox Substance ID: DTXSID60228304
• Wikidata: Q83108270
• Pharos Ligand ID: RKJB9PSF4NF3
• ChEMBL ID: CHEMBL2086475
• Mol file: 7766-38-3.mol

Synonyms:N-(4-Nitrophenyl)acrylamide;7766-38-3;N-(4-nitrophenyl)prop-2-enamide;AI3-61974;CHEMBL2086475;EINECS 231-861-2;2-Propenamide, N-(4-nitrophenyl)-;N-[4-Nitrophenyl]Acrylamide;N-(4-nitrophenyl)-acrylamide;SCHEMBL3919472;DTXSID60228304;BDBM50420531;MFCD12091233;AKOS009808895;AM87198;BS-25959;CS-0210044;EN300-213181;Z440634098

Chemical Property of N-(4-Nitrophenyl)acrylamide

Chemical Property:

• Vapor Pressure: 7.37E-07mmHg at 25°C
• Boiling Point: 407.7°C at 760 mmHg
• Flash Point: 200.4°C
• PSA: 74.92000
• Density: 1.316g/cm³
• LogP: 2.31550
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 192.05349212
• Heavy Atom Count: 14
• Complexity: 239

Purity/Quality:

99% ^*data from raw suppliers

N-(4-Nitrophenyl)acrylamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)NC1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of N-(4-Nitrophenyl)acrylamide

There total 7 articles about N-(4-Nitrophenyl)acrylamide 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: 95.0%

4-nitro-aniline (100-01-6,104810-17-5) + acryloyl chloride (814-68-6,25189-84-8) → N-(4-nitrophenyl) acrylamide (7766-38-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1021/jm5006918

Reference yield: 86.0%

4-nitro-aniline (100-01-6,104810-17-5) + 2-chloropropionyl chloride (625-36-5) → N-(4-nitrophenyl) acrylamide (7766-38-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1021/jm050555a

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) + acrylic acid (79-10-7) → N-(4-nitrophenyl) acrylamide (7766-38-3)

Guidance literature:

With benzotriazol-1-ol; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine; In dichloromethane; ethyl acetate;

upstream raw materials:

4-Nitrophenyl isocyanate

4-nitro-aniline

acryloyl chloride

2-chloropropionyl chloride

Downstream raw materials:

1,4,5,6,7,7-Hexabromo-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (4-nitro-phenyl)-amide

3-(4-methylpiperazin-1-yl)-N-(4-nitrophenyl)propanamide

Refernces

• 1、 Courant,Leblois,Le Baut,Venco,Panconi. "Synthesis and antiallergic activity of N-(pyridin-2-yl)-3-(piperazin-1-yl) propanamides". . p. 821 - 824. Retrieved 1993.
• 2、 Hou, Fei,Du, Xing-Peng,Alduma, Anwar I.,Li, Zhi-Feng,Huo, Cong-De,Wang, Xi-Cun,Wu, Xiao-Feng,Quan, Zheng-Jun. "Disulfide Promoted C?P Bond Cleavage of Phosphoramide: “P” Surrogates to Synthesize Phosphonates and Phosphinates". supporting information. p. 4755 - 4760. Retrieved 2020/10/06.
• 3、 -. "PYRAZOLOPYRIMIDINE DERIVATIVES, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION FOR USE IN PREVENTING OR TREATING CANCER, AUTOIMMUNE DISEASE AND BRAIN DISEASE CONTAINING THE SAME AS AN ACTIVE INGREDIENT". Paragraph 447-451. . Retrieved 2018/12/02.