N-(2,4-dichlorophenyl)-3-oxobutanamide

Base Information

• Chemical Name: N-(2,4-dichlorophenyl)-3-oxobutanamide
• CAS No.: 17223-66-4
• Molecular Formula: C10H9 Cl2 N O2
• Molecular Weight: 246.093
• Hs Code.: 2924299090
• European Community (EC) Number: 241-262-8
• NSC Number: 132855
• DSSTox Substance ID: DTXSID50169217
• Nikkaji Number: J318.181B
• Wikidata: Q83038867
• Mol file: 17223-66-4.mol

Synonyms:N-(2,4-dichlorophenyl)-3-oxobutanamide;17223-66-4;C10H9Cl2NO2;2',4'-Dichloroacetoacetanilide;NSC132855;CBMicro_010211;SCHEMBL9180503;DTXSID50169217;2/',4/'-Dichloroacetoacetanilide;SMSF0013731;EINECS 241-262-8;MFCD00085383;STK833033;ACETOACETO-2,4-DICHLOROANILIDE;AKOS000164931;CB13126;N-(2,4-dichlorophenyl) acetoacetamide;NSC 132855;NSC-132855;N-(2,4-Dichlorophenyl)-3-oxobutyramide;BIM-0009951.P001;CS-0318443;FT-0722055;10D-050

Chemical Property of N-(2,4-dichlorophenyl)-3-oxobutanamide

Chemical Property:

• Vapor Pressure: 3.89E-07mmHg at 25°C
• Boiling Point: 416.2°Cat760mmHg
• Flash Point: 205.5°C
• PSA: 46.17000
• Density: 1.393g/cm³
• LogP: 2.98400
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 245.0010339
• Heavy Atom Count: 15
• Complexity: 258

Purity/Quality:

99%min ^*data from raw suppliers

ACETOACETO-2,4-DICHLOROANILIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC(=O)NC1=C(C=C(C=C1)Cl)Cl

Technology Process of N-(2,4-dichlorophenyl)-3-oxobutanamide

There total 3 articles about N-(2,4-dichlorophenyl)-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: 100.0%

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + 2,4-Dichloroaniline (554-00-7,51908-09-9) → N-(2,4-dichlorophenyl)acetoacetamide (17223-66-4)

Guidance literature:

With triethylamine; In benzene; Reflux;

DOI:10.1134/S1070363221090073

Reference yield: 85.0%

3-(2,4-dichlorophenylamino)-2-[(2,4-dichlorophenylimino)methyl]-acrylonitrile (1352630-26-2) + 2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) → 5-acetyl-1-(2,4-dichlorophenyl)-6-oxo-1,6-dihydropyridine-3-carbonitrile (1352630-38-6) + N-(2,4-dichlorophenyl)acetoacetamide (17223-66-4)

Guidance literature:

In toluene; at 110 ℃; for 0.416667h; Inert atmosphere;

DOI:10.1002/ejoc.201100800

Reference yield:

→ N-(2,4-dichlorophenyl)acetoacetamide (17223-66-4)

Guidance literature:

Ethylacetoacetat, 2,4-Dichloranilin;

upstream raw materials:

3-(2,4-dichlorophenylamino)-2-[(2,4-dichlorophenylimino)methyl]-acrylonitrile

2,2,6-trimethyl-4H-1,3-dioxin-4-one

4-methyleneoxetan-2-one

2,4-Dichloroaniline

Downstream raw materials:

N-(2,4-dichlorophenyl)-2,2-dichloroacetamide

2,2-dibromo-N-(2,4-dichlorophenyl)acetamide

C₂₂H₂₂Cl₄N₄O₂

Refernces

• 1、 Chikhalikar, Sandip,Bhawe, Vijay,Jachak, Madhukar,Ghagare, Maruti. "Synthesis of Pyridin-2(1H)-one derivatives: Temperature-dependent selectivity". experimental part. p. 6085 - 6091. Retrieved 2011/12/02.