4-Nitrobenzanilide

Base Information

• Chemical Name: 4-Nitrobenzanilide
• CAS No.: 3460-11-5
• Molecular Formula: C13H10 N2 O3
• Molecular Weight: 242.234
• Hs Code.: 2924299090
• European Community (EC) Number: 222-403-2
• NSC Number: 405515
• DSSTox Substance ID: DTXSID60188171
• Nikkaji Number: J216.133H
• Wikidata: Q83059989
• ChEMBL ID: CHEMBL4455489
• Mol file: 3460-11-5.mol

Synonyms:4-Nitrobenzanilide;4-nitro-N-phenylbenzamide;3460-11-5;Benzamide, 4-nitro-N-phenyl-;4-nitro-benzanilide;N-Phenyl-4-nitrobenzamide;4-nitro-N-phenyl-benzamide;N(4'-nitrobenzoyl) aniline;Oprea1_273135;Oprea1_790358;CBDivE_013837;4-Nitro-N-(phenyl)benzamide;N-(4'-nitro-benzoyl)aniline;N-(4'-nitrobenzoyl)-aniline;SCHEMBL3160310;CHEMBL4455489;SCHEMBL12217955;DTXSID60188171;EINECS 222-403-2;MFCD00017034;NSC405515;AKOS001302798;AKOS040749971;NSC 405515;NSC-405515;AI3-14019;E79414;SR-01000388759;SR-01000388759-1;Z27782638

Chemical Property of 4-Nitrobenzanilide

Chemical Property:

• Vapor Pressure: 9.19E-05mmHg at 25°C
• Boiling Point: 339.4°Cat760mmHg
• Flash Point: 159.1°C
• PSA: 74.92000
• Density: 1.344g/cm³
• LogP: 3.44330
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 242.06914219
• Heavy Atom Count: 18
• Complexity: 300

Purity/Quality:

99% ^*data from raw suppliers

4-NITROBENZANILIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 4-Nitrobenzanilide

There total 93 articles about 4-Nitrobenzanilide 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-nitrobenzaldehdye (555-16-8) + aniline (62-53-3) → 4-nitrobenzyl chloride (619-73-8) + 4-nitrobenzanilide (3460-11-5)

Guidance literature:

aniline; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

4-nitrobenzaldehdye; With yttrium(III) chloride; In toluene; at 20 ℃; for 48h; Inert atmosphere;

With hydrogenchloride; In water; toluene; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.09.101

Reference yield: 97.64%

4-nitrobenzaldehdye (555-16-8) + aniline (62-53-3) → 4-nitrobenzanilide (3460-11-5)

Guidance literature:

aniline; With C₃₀H₆₀Li₄N₈; In diethyl ether; for 0.5h; Inert atmosphere; Schlenk technique;

4-nitrobenzaldehdye; In diethyl ether; at 20 ℃; for 3h; Inert atmosphere; Schlenk technique;

DOI:10.1021/om4006609

Reference yield: 91.0%

4-nitrobenzamide (619-80-7) + phenylboronic acid (98-80-6) → 4-nitrobenzanilide (3460-11-5)

Guidance literature:

With dmap; copper(l) iodide; caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 0.5h; Green chemistry;

DOI:10.1080/00397911.2016.1195844

upstream raw materials:

benzoic-p-nitrobenzoic anhydride

aniline

p-nitrobenzic benzenesulphonic mixed anhydride

4-nitrophthalic anhydride

Downstream raw materials:

(4-(dimethylamino)phenyl)(4-nitrophenyl)methanone

4-Nitro-N-phenyl-benzimidoyl chloride

4-ethylamino-benzoic acid anilide

N-(4-(aminosulfonyl)phenyl)-4-nitrobenzamide

Refernces

• 1、 Miyashita,Matsuda,Higashino. "Catalytic action of azolium salts. III. Aroylation of N-phenylbenzimidoyl chlorides with aromatic aldehydes in the presence of 1,3-dimethylimidazolium iodide". . p. 2627 - 2631. Retrieved 1992.
• 2、 Gholipour, Behnam,Liu, Xiao,Rostamnia, Sadegh,Zonouzi, Afsaneh. "Single-pot tandem oxidative/C-H modification amidation process using ultrasmall PdNP-encapsulated porous organosilica nanotubes". . p. 4276 - 4287. Retrieved 2022/02/16.
• 3、 -. "Selective hydrogenation dehalogenation method of ortho-halogenated acylaniline". Paragraph 0114-0118. . Retrieved 2021/01/20.