N-allyl-4-nitrobenzamide

Base Information

• Chemical Name: N-allyl-4-nitrobenzamide
• CAS No.: 88229-26-9
• Molecular Formula: C10H10N2O3
• Molecular Weight: 206.201
• DSSTox Substance ID: DTXSID10364549
• Nikkaji Number: J29.499C
• Wikidata: Q82148571
• Mol file: 88229-26-9.mol

Synonyms:N-allyl-4-nitrobenzamide;88229-26-9;4-nitro-N-prop-2-enylbenzamide;4-nitro-N-(prop-2-en-1-yl)benzamide;4-Nitrobenzamide, N-allyl-;Oprea1_257220;Oprea1_554660;SCHEMBL9312131;DTXSID10364549;MFCD00448188;AKOS001462270;LS-07402;CS-0267330;Z32064570

Chemical Property of N-allyl-4-nitrobenzamide

Chemical Property:

• PSA: 74.92000
• LogP: 2.42470
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 206.06914219
• Heavy Atom Count: 15
• Complexity: 252

Purity/Quality:

99% ^*data from raw suppliers

N-Allyl-4-nitrobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-allyl-4-nitrobenzamide

There total 4 articles about N-allyl-4-nitrobenzamide 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: 99.0%

4-nitro-benzoyl chloride (122-04-3) + 1-amino-2-propene (107-11-9,30551-89-4) → N-(2-propen-1-yl)-4-nitrobenzamide (88229-26-9)

Guidance literature:

In benzene; for 18h;

DOI:10.1021/je00036a040

Reference yield: 82.0%

1-amino-2-propene (107-11-9,30551-89-4) + 4-nitro-benzoic acid (62-23-7) → N-(2-propen-1-yl)-4-nitrobenzamide (88229-26-9)

Guidance literature:

With silica gel; In neat (no solvent); at 120 ℃; for 14h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2015.10.016

Reference yield:

4-nitro-benzoic acid (62-23-7) → N-(2-propen-1-yl)-4-nitrobenzamide (88229-26-9)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 2 h / Reflux

2: triethylamine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

With thionyl chloride; triethylamine; In dichloromethane;

DOI:10.1002/cctc.202100181

upstream raw materials:

4-nitro-benzoyl chloride

1-amino-2-propene

4-nitro-benzoic acid

Downstream raw materials:

(p-nitrobenzamido)butyraldehyde

5-(bromomethyl)-2-(4-nitrophenyl)oxazole

N-(2-hydroxypropyl)-4-nitrobenzamide

(S)-(2-(4-nitrophenyl)-4,5-dihydrooxazol-5-yl)methanol