N-Methyl-3-oxo-N-phenylbutyramide

Base Information

• Chemical Name: N-Methyl-3-oxo-N-phenylbutyramide
• CAS No.: 2584-48-7
• Molecular Formula: C11H13 N O2
• Molecular Weight: 191.23
• Hs Code.: 2924299090
• European Community (EC) Number: 219-961-4
• NSC Number: 136537,32694
• UNII: 6TJ3FW952C
• DSSTox Substance ID: DTXSID60180493
• Nikkaji Number: J192.094D
• Wikidata: Q83051042
• Mol file: 2584-48-7.mol

Synonyms:n-methyl-3-oxo-n-phenylbutanamide;2584-48-7;N-Methyl-3-oxo-N-phenylbutyramide;Butanamide, N-methyl-3-oxo-N-phenyl-;n-methylacetoacetanilide;AI3-07625;6TJ3FW952C;EINECS 219-961-4;NSC-32694;NSC-136537;NSC32694;UNII-6TJ3FW952C;SCHEMBL6659655;DTXSID60180493;N-Methyl,N-phenyl-3-oxobutanamide;MFCD00129141;NSC 32694;NSC136537;AKOS000165113;NSC 136537;CS-0036282;EN300-44295;W12780

Chemical Property of N-Methyl-3-oxo-N-phenylbutyramide

Chemical Property:

• Vapor Pressure: 0.00106mmHg at 25°C
• Boiling Point: 301.4°Cat760mmHg
• Flash Point: 126.3°C
• PSA: 37.38000
• Density: 1.117g/cm³
• LogP: 1.62850
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

N-methyl-3-oxo-N-phenylbutanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)CC(=O)N(C)C1=CC=CC=C1

Technology Process of N-Methyl-3-oxo-N-phenylbutyramide

There total 8 articles about N-Methyl-3-oxo-N-phenylbutyramide 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: 85.0%

2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) + N-methylaniline (100-61-8) → N-methyl-3-oxo-N-phenylbutanamide (2584-48-7)

Guidance literature:

In 5,5-dimethyl-1,3-cyclohexadiene; for 2h; Reflux;

DOI:10.1055/s-0030-1259485

Reference yield: 85.0%

acetylketene (691-45-2) + N-methylaniline (100-61-8) → N-methyl-3-oxo-N-phenylbutanamide (2584-48-7)

Guidance literature:

In benzene; at 100 ℃;

DOI:10.1021/jm801335z

Reference yield: 50.0%

ethyl acetoacetate (141-97-9) + N-methylaniline (100-61-8) → N-methyl-3-oxo-N-phenylbutanamide (2584-48-7)

Guidance literature:

for 24h; Reflux;

DOI:10.1021/jo400541s

upstream raw materials:

4-methyleneoxetan-2-one

N-methylaniline

ethyl acetoacetate

acetylketene

Downstream raw materials:

N-methyl-N-phenyl-2-diazo-3-oxobutanamide

allothreonine-(N-methyl-anilide)

3,5-dimethyl-pyrrole-2,4-dicarboxylic acid bis-(N-methyl-anilide)

N-methyl-N-phenyl-2-(phenylselanyl)acetamide

Refernces

• 1、 Igoe, Niall,Bayle, Elliott D.,Tallant, Cynthia,Fedorov, Oleg,Meier, Julia C.,Savitsky, Pavel,Rogers, Catherine,Morias, Yannick,Scholze, Sarah,Boyd, Helen,Cunoosamy, Danen,Andrews, David M.,Cheasty, Anne,Brennan, Paul E.,Müller, Susanne,Knapp, Stefan,Fish, Paul V.. "Design of a Chemical Probe for the Bromodomain and Plant Homeodomain Finger-Containing (BRPF) Family of Proteins". supporting information. p. 6998 - 7011. Retrieved 2017/09/07.
• 2、 Kumar, Nivesh,Ghosh, Santanu,Bhunia, Subhajit,Bisai, Alakesh. "Synthesis of 2-oxindoles via 'transition-metal-free' intramolecular dehydrogenative coupling (IDC) of sp2 C-H and sp3 C-H bonds". supporting information. p. 1153 - 1169. Retrieved 2016/07/06.