N-(3,4-dimethylphenyl)-3-oxobutanamide

Base Information

• Chemical Name: N-(3,4-dimethylphenyl)-3-oxobutanamide
• CAS No.: 50334-96-8
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.253
• NSC Number: 165876
• DSSTox Substance ID: DTXSID40304478
• Nikkaji Number: J153.409B
• Wikidata: Q72471373
• Mol file: 50334-96-8.mol

Synonyms:N-(3,4-dimethylphenyl)-3-oxobutanamide;50334-96-8;N-(3,4-Dimethyl-phenyl)-3-oxo-butyramide;NSC165876;SCHEMBL7765896;DTXSID40304478;3',4'-ACETOACETOXYLIDIDE;BBL040550;MFCD00026255;STK350648;AKOS000115163;NSC-165876;SB77905;BS-36605;CS-0281478;EN300-01461;A846650;SR-01000198384;N~1~-(3,4-DIMETHYLPHENYL)-3-OXOBUTANAMIDE;SR-01000198384-1

Chemical Property of N-(3,4-dimethylphenyl)-3-oxobutanamide

Chemical Property:

• Vapor Pressure: 5.12E-06mmHg at 25°C
• Melting Point: 96oC
• Boiling Point: 381.3°Cat760mmHg
• Flash Point: 157.2°C
• PSA: 46.17000
• Density: 1.108g/cm³
• LogP: 2.29400
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 205.110278721
• Heavy Atom Count: 15
• Complexity: 250

Purity/Quality:

99%min ^*data from raw suppliers

N-(3,4-Dimethylphenyl)-3-oxobutanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)NC(=O)CC(=O)C)C

Technology Process of N-(3,4-dimethylphenyl)-3-oxobutanamide

There total 3 articles about N-(3,4-dimethylphenyl)-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: 78.0%

ethyl acetoacetate (141-97-9) + 4-amino-o-xylene (95-64-7) → N-(3,4-dimethylphenyl)-3-oxobutanamide (50334-96-8)

Guidance literature:

With silver trifluoromethanesulfonate; In nitromethane; at 80 ℃; for 8h;

DOI:10.1002/ejoc.201500224

Reference yield:

acetoacetic acid methyl ester (105-45-3) + 4-amino-o-xylene (95-64-7) → N-(3,4-dimethylphenyl)-3-oxobutanamide (50334-96-8)

Guidance literature:

In toluene; for 24h; Reflux;

DOI:10.1002/anie.202108503

Reference yield:

N-(3,4-dimethylphenyl)acetamide (2198-54-1) + acetyl chloride (75-36-5) → N-(3,4-dimethylphenyl)-3-oxobutanamide (50334-96-8)

Guidance literature:

aluminium trichloride; In carbon disulfide;

upstream raw materials:

N-(3,4-dimethylphenyl)acetamide

acetyl chloride

ethyl acetoacetate

4-amino-o-xylene

Downstream raw materials:

C₃₁H₃₃N₃O₃

C₁₉H₂₂N₂O

Refernces

• 1、 Iniyaval, Shunmugam,Karuppasamy, Ayyanar,Lim, Wei-Meng,Mai, Chun-Wai,Padmavathy, Krishnaraj,Ramalingan, Chennan,Sivaramakarthikeyan, Ramar. "Phenothiazine and amide-ornamented novel nitrogen heterocyclic hybrids: synthesis, biological and molecular docking studies". . p. 4049 - 4060. Retrieved 2020/03/19.
• 2、 Vandavasi, Jaya Kishore,Hsiao, Cheng-Tien,Hu, Wan-Ping,Boominathan, Siva Senthil Kumar,Wang, Jeh-Jeng. "Silver(I)-catalyzed tandem approach to β-oxo amides". supporting information. p. 3171 - 3177. Retrieved 2015/05/13.