4'-Aminoacetanilide

Base Information

• Chemical Name: 4'-Aminoacetanilide
• CAS No.: 122-80-5
• Molecular Formula: C8H10N2O
• Molecular Weight: 150.18
• Hs Code.: 29242995
• European Community (EC) Number: 204-576-6
• NSC Number: 2135
• UNII: IH5OX0I3Z9
• DSSTox Substance ID: DTXSID7024455
• Nikkaji Number: J43.352G
• Wikipedia: 4-Aminoacetanilide
• Wikidata: Q27280726
• ChEMBL ID: CHEMBL1318876
• Mol file: 122-80-5.mol

Synonyms:4-aminoacetanilide;p-amino acetanilide

Chemical Property of 4'-Aminoacetanilide

Chemical Property:

• Appearance/Colour: pink to brown fine crystalline powder
• Vapor Pressure: 0.008mmHg at 25°C
• Melting Point: 164-167 °C(lit.)
• Refractive Index: 1.636
• Boiling Point: 267.726 °C at 760 mmHg
• PKA: 14.75±0.70(Predicted)
• Flash Point: 115.717 °C
• PSA: 55.12000
• Density: 1.203 g/cm³
• LogP: 1.88140
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: 65g/l slightly soluble
• Water Solubility.: 0.1-1 g/100 mL at 25 ºC
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 150.079312947
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

99%, ^*data from raw suppliers

4''-Aminoacetanilide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36-42/43-20/21/22-R36
• Safety Statements: 22-26-36/37-39-36-S39-S26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)N
• Uses: Intermediate in the manufacture of azo dyes, pharmaceuticals.

Technology Process of 4'-Aminoacetanilide

There total 47 articles about 4'-Aminoacetanilide 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%

N-(4-Nitrophenyl)acetamide (104-04-1) → N-acetyl-p-phenylenediamine (122-80-5)

Guidance literature:

With hydrazine hydrate; nickel; In methanol; for 6h;

Reference yield: 98.6%

acetic acid (64-19-7,77671-22-8) + ethyl acetate (141-78-6) + 1,4-phenylenediamine (106-50-3) → N-acetyl-p-phenylenediamine (122-80-5)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; at 65 - 90 ℃; for 6h; Time; Inert atmosphere;

Reference yield: 98.0%

p-aminoacetophenone oxime (38063-81-9) → N-acetyl-p-phenylenediamine (122-80-5)

Guidance literature:

With chlorosulfonic acid; In toluene; at 90 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2004.11.116

upstream raw materials:

N-(4-Nitrophenyl)acetamide

sodium acetate

p-phenylenediamine hydrochloride

acetic acid

Downstream raw materials:

2-(4-aminophenylamino)-4,6-diamino-1,3,5-triazine

N-{4-[4-oxo-3(4H)-quinazolinyl]phenyl}acetamide

1-(4-acetylamino-phenyl)-biguanide

N,N'-bis-(4-acetylamino-phenyl)-terephthalamide

Refernces

• 1、 Solodenko, Wladimir,Wen, Hongliang,Leue, Stefanie,Stuhlmann, Friedrich,Sourkouni-Argirusi, Georgia,Jas, Gerhard,Schoenfeld, Hagen,Kunz, Ulrich,Kirschning, Andreas. "Development of a continuous-flow system for catalysis with palladium(0) particles". . p. 3601 - 3610. Retrieved 2004.
• 2、 De, Prithwiraj. "Efficient reductions of nitroarenes with SnCl2 in ionic liquid". . p. 1835 - 1837. Retrieved 2004.
• 3、 Chand, Dillip Kumar,Rai, Randhir. "Copper nanoparticles (CuNPs) catalyzed chemoselective reduction of nitroarenes in aqueous medium". . . Retrieved 2021/08/20.
• 4、 Song, Ming-Xia,Huang, Yu-Shan,Zhou, Qiu-Gui,Deng, Xian-Qing,Yao, Xiao-Dong. "Synthesis of ring-opened derivatives of triazole-containing quinolinones and their antidepressant and anticonvulsant activities". . . Retrieved 2020/12/07.