2-Aminoacetophenone

Base Information

• Chemical Name: 2-Aminoacetophenone
• CAS No.: 613-89-8
• Molecular Formula: C8H9 N O
• Molecular Weight: 135.166
• Hs Code.: 2922399090
• European Community (EC) Number: 210-358-1
• UNII: 4M571C83H7
• DSSTox Substance ID: DTXSID80210206
• Nikkaji Number: J11.349B
• Wikidata: Q27181279
• Metabolomics Workbench ID: 45666
• ChEMBL ID: CHEMBL128079
• Mol file: 613-89-8.mol

Synonyms:2-aminoacetophenone;2-aminoacetophenone hydrochloride;o-aminoacetophenone;ortho-aminoacetophenone

Chemical Property of 2-Aminoacetophenone

Chemical Property:

• Melting Point: 20°C
• Refractive Index: 1.6160 (estimate)
• Boiling Point: 247.3 °C at 760 mmHg
• PKA: 7.50±0.29(Predicted)
• Flash Point: 103.4 °C
• PSA: 43.09000
• Density: 1.084 g/cm3
• LogP: 1.52830
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

97% ^*data from raw suppliers

Phenacylamine 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CN
• Uses: 2-Aminoacetophenone is a ketone organic compound, which can be used as a reagent for the detection of acetoacetic acid and also used in organic synthesis.

Technology Process of 2-Aminoacetophenone

There total 48 articles about 2-Aminoacetophenone 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: 94.0%

2-azido-1-phenylethan-1-one (1816-88-2) → 2-Aminoacetophenone (613-89-8)

Guidance literature:

With aluminium(III) iodide; In benzene; for 0.166667h; Heating;

Reference yield: 89.0%

1-(2-oxo-2-phenylethyl)-pyrrolidine-2,5-dione (24246-87-5) → 2-Aminoacetophenone (613-89-8)

Guidance literature:

With water; sodium hydroxide; In ethanol; for 18h; Reflux;

DOI:10.1016/j.cclet.2018.03.031

Reference yield: 86.0%

N-(dimethyl((1-phenylvinyl)oxy)silyl)-1,1,1-trimethyl-N-(trimethylsilyl)silanamine (1638623-31-0) → 2-Aminoacetophenone (613-89-8)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In dichloromethane; at 25 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201400405

upstream raw materials:

benzoyl cyanide

tetrachloromethane

glycylglycine ethyl ester

1,3-oxazolidine-2,5-dione

Downstream raw materials:

3-amino-2-phenylquinoline-4-carboxylic acid

phenylglyoxal oxazone

ethyl 2-benzyl-4-phenyl-1H-pyrrole-3-carboxylate

2-amino-1-cyclohexyl-1-phenyl-ethanol

Refernces

Chlorotrimethylsilane-mediated friedlaender synthesis of 2-(α-chloroalkyl)quinoline derivatives

10.1055/s-2007-990869

The research presents a study on the Chlorotrimethylsilane-Mediated Friedl?nder Synthesis of 2-(a-Chloroalkyl)quinoline Derivatives, which are significant in medicinal chemistry for their use in synthesizing potential analgesics, anti-inflammatories, and other pharmaceuticals. The researchers explored a novel approach using chlorotrimethylsilane (TMSCl) as a catalyst and water scavenger in the Friedl?nder reaction, extending the scope of the reaction to include a-chloroketones. The study involved the condensation of 2-aminoacetophenone and 2-aminobenzophenone with ethyl 4-chloro-3-oxobutanoate, as well as reactions with 1,3-dichloroacetone and 2-chlorocyclohexanone under controlled conditions. The products were analyzed using 1H and 13C NMR spectroscopy, and the yields were compared to those from traditional procedures, showing significant improvements. The simplicity and high yield of the method make it a valuable tool for the synthesis of these important compounds.