N-(3-acetylphenyl)formamide

Base Information

• Chemical Name: N-(3-acetylphenyl)formamide
• CAS No.: 72801-78-6
• Molecular Formula: C9H9 N O2
• Molecular Weight: 163.176
• Hs Code.: 2924299090
• European Community (EC) Number: 660-069-3
• DSSTox Substance ID: DTXSID80399520
• Nikkaji Number: J1.486.962J
• Wikidata: Q82202136
• Mol file: 72801-78-6.mol

Synonyms:N-(3-acetylphenyl)formamide;72801-78-6;3'-ACETYLFORMANILIDE;SCHEMBL3901564;DTXSID80399520;WOUIHWHNWKWHPT-UHFFFAOYSA-N;AKOS014313153

Chemical Property of N-(3-acetylphenyl)formamide

Chemical Property:

• Melting Point: 92-94 °C(Solv: toluene (108-88-3))
• Boiling Point: 368.7±25.0 °C(Predicted)
• PKA: 14.60±0.70(Predicted)
• PSA: 49.66000
• Density: 1.184±0.06 g/cm3(Predicted)
• LogP: 2.10700
• Solubility.: Dichloromethane, Dimethylformamide, Ethyl Acetate, Methanol
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 179

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(3-Acetylphenyl)formamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC(=CC=C1)NC=O
• Uses: N-(3-Acetylphenyl)formamide is a reactant used in the preparation of impurities and degradation products of Zaleplon (Z145000), Quinolone antibacterials

Technology Process of N-(3-acetylphenyl)formamide

There total 7 articles about N-(3-acetylphenyl)formamide 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: 90.0%

formic acid (64-18-6) + 1-(3-aminophenyl)ethanone (99-03-6) → 1-(3-formylaminophenyl)ethanone (72801-78-6)

Guidance literature:

With acetic anhydride; for 48h; Ambient temperature;

DOI:10.1002/jhet.5570280323

Reference yield: 78.0%

3-acetylbenzenaminium hydrochloride + formamide (77287-34-4,77287-35-5,60100-09-6) → 1-(3-formylaminophenyl)ethanone (72801-78-6)

Guidance literature:

In toluene; at 120 ℃; for 3h; Green chemistry;

DOI:10.1002/ejoc.202101114

Reference yield: 75.0%

ammonium formate (16712-16-6,64165-14-6,65387-22-6,70179-79-2,540-69-2) + 3-Nitroacetophenone (121-89-1) → 1-(3-formylaminophenyl)ethanone (72801-78-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetonitrile; at 95 ℃; for 10h;

DOI:10.1016/S0040-4039(01)00049-1

upstream raw materials:

formic acid

1-(3-aminophenyl)ethanone

ammonium formate

3-Nitroacetophenone

Downstream raw materials:

3'-amino-2-bromoacetophenone hydrobromide

N-[3-[(2E)-3-(dimethylamino)prop-2-enoyl]phenyl]formamide

1-[3-(methylamino)phenyl]ethanol

Refernces

• 1、 Dhawan, Sanjeev,Girase, Pankaj Sanjay,Kumar, Vishal,Karpoormath, Rajshekhar. "HCl-mediated transamidation of unactivated formamides using aromatic amines in aqueous media". . p. 3729 - 3739. Retrieved 2021/10/14.
• 2、 Weidlich, Frauke,Esumi, Naoto,Chen, Dongyang,Mück-Lichtenfeld, Christian,Zysman-Colman, Eli,Studer, Armido. "Mild C?F Activation in Perfluorinated Arenes through Photosensitized Insertion of Isonitriles at 350 nm". supporting information. p. 376 - 383. Retrieved 2019/11/19.