N-(4-Ethoxyphenyl)-3-oxobutanamide

Base Information

• Chemical Name: N-(4-Ethoxyphenyl)-3-oxobutanamide
• CAS No.: 122-82-7
• Molecular Formula: C12H15NO3
• Molecular Weight: 221.256
• Hs Code.: 2924299090
• European Community (EC) Number: 204-577-1
• NSC Number: 50630
• UNII: QKC95SNL22
• DSSTox Substance ID: DTXSID5044526
• Nikkaji Number: J5.535B
• Wikidata: Q27893583
• ChEMBL ID: CHEMBL3184726
• Mol file: 122-82-7.mol

Synonyms:N-(4-Ethoxyphenyl)-3-oxobutanamide;122-82-7;p-Acetoacetophenetidide;Acetoacet-p-phenetidide;4'-Ethoxyacetoacetanilide;Acetoacet-p-phenetide;4-Ethoxyacetoacetanilide;Acetoacetic acid p-phenetidide;BUTANAMIDE, N-(4-ETHOXYPHENYL)-3-OXO-;Acetoacetanilide, 4'-ethoxy-;NSC 50630;Acetoacetic acid, p-phenetidide;EINECS 204-577-1;Acetoacetic acid p-phenetide;BRN 1460198;QKC95SNL22;DTXSID5044526;MFCD00043937;NSC-50630;Acetoacet-p-phenitidide;N-(4-ethoxyphenyl)-3-oxo-butanamide;CBMicro_044781;UNII-QKC95SNL22;N-Acetoacetyl-p-phenetidine;WLN: 2OR DMV1V1;N-Acetoacetyl-4-ethoxyaniline;SCHEMBL2853774;CHEMBL3184726;DTXCID3024526;ACETESSIGSAEURE-P-PHENETIDID;NSC50630;Tox21_301551;AC7819;BBL004904;STK346742;AKOS000199973;NCGC00255849-01;CAS-122-82-7;SY033296;VS-01551;BIM-0044701.P001;CS-0196605;FT-0621791;EN300-06680;SR-01000227037;J-004864;SR-01000227037-1;Q27893583

Chemical Property of N-(4-Ethoxyphenyl)-3-oxobutanamide

Chemical Property:

• Appearance/Colour: COA
• Melting Point: 104 °C
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 418.3 °C at 760 mmHg
• PKA: 11.37±0.46(Predicted)
• Flash Point: 206.8 °C
• PSA: 55.40000
• Density: 1.145 g/cm³
• LogP: 2.07590
• Solubility.: soluble in Methanol
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 221.10519334
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

p-Acetoacetophenetidide >98.0%(GC)(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)NC(=O)CC(=O)C

Technology Process of N-(4-Ethoxyphenyl)-3-oxobutanamide

There total 5 articles about N-(4-Ethoxyphenyl)-3-oxobutanamide 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: 93.0%

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + 4-Ethoxyaniline (156-43-4) → 3-oxo-N-(4'-ethoxyphenyl)butanamide (122-82-7)

Guidance literature:

With triethylamine; In benzene; at 10 ℃; Reflux; Inert atmosphere;

DOI:10.1021/ml400226s

Reference yield: 71.0%

ethyl acetoacetate (141-97-9) + 4-Ethoxyaniline (156-43-4) → 3-oxo-N-(4'-ethoxyphenyl)butanamide (122-82-7)

Guidance literature:

at 120 - 140 ℃; for 2h;

DOI:10.1081/SCC-120013738

Reference yield:

ethyl acetoacetate (141-97-9) → 3-oxo-N-(4'-ethoxyphenyl)butanamide (122-82-7)

Guidance literature:

at 160 ℃;

upstream raw materials:

ethyl acetoacetate

4-Ethoxyaniline

4-methyleneoxetan-2-one

Downstream raw materials:

3,5-dimethyl-pyrrole-2,4-dicarboxylic acid bis-p-phenetidide

6-ethoxy-4-methyl-quinolin-2-ol

isoetharine

2-hydroxyimino-3-oxo-butyric acid p-phenetidide

Refernces

Synthesis and crystallographic insight into the structural aspects of some novel adamantane-based ester derivatives

10.3390/molecules201018827

This research aims on the synthesis and structural characterization of a series of novel adamantane-based ester derivatives, which are commercially significant for their potential applications in treating neurological conditions, type-2 diabetes, and viral infections. The study aimed to investigate the antioxidant and anti-inflammatory properties of these compounds. The synthesis involved the reaction of 1-adamantyl bromomethyl ketone with various carboxylic acids using potassium carbonate in dimethylformamide at room temperature. The resulting compounds were characterized using FTIR, NMR, and single-crystal X-ray diffraction analysis. The research concluded that the introduction of the adamantane moiety led to synclinal conformation in all molecular structures, and these compounds exhibited selective antioxidant abilities, particularly in scavenging hydrogen peroxide radicals. Notably, compounds containing nitrogen, such as 2p, 2q, and 2r, showed strong anti-inflammatory effects, outperforming the standard drug diclofenac sodium, suggesting their potential as promising anti-inflammatory agents for future clinical use.