1-(3-(Methylamino)phenyl)ethanone

Base Information

• Chemical Name: 1-(3-(Methylamino)phenyl)ethanone
• CAS No.: 42865-75-8
• Molecular Formula: C9H11 N O
• Molecular Weight: 149.192
• Hs Code.: 2922399090
• DSSTox Substance ID: DTXSID50571699
• Wikidata: Q82459855
• Mol file: 42865-75-8.mol

Synonyms:1-(3-(Methylamino)phenyl)ethanone;42865-75-8;3'-(N-Methylacetyl)acetophenone;1-[3-(METHYLAMINO)PHENYL]ETHANONE;1-[3-(Methylamino)phenyl]ethan-1-one;3'-(N-Methylacet)acetophenone;m-N-methylaminoacetophenone;SCHEMBL7768635;1-(3-Methylaminophenyl)ethanone;DTXSID50571699;3''-(N-Methylacetyl)acetophenone;AMY41465;AKOS012392264;CS-W007301;Ethanone, 1-3-(methylamino)phenyl- (9CI);EN300-796597;G10222

Chemical Property of 1-(3-(Methylamino)phenyl)ethanone

Chemical Property:

• PSA: 29.10000
• LogP: 2.00390
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

1-(3-Methylamino-phenyl)-ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(3-(Methylamino)phenyl)ethanone

There total 6 articles about 1-(3-(Methylamino)phenyl)ethanone 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%

N-(3-acetylphenyl)-N-methylbenzenesulfonamide (844679-46-5) → m-(methylamino)acetophenone (42865-75-8)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃; for 1h; Inert atmosphere; Schlenk technique; Irradiation; Sealed tube;

DOI:10.1021/acs.joc.0c01523

Reference yield:

1-(3-aminophenyl)ethanone (99-03-6) + methyl iodide (74-88-4) → m-(methylamino)acetophenone (42865-75-8)

Guidance literature:

With potassium hydroxide; In pyridine; water; acetone; trifluoroacetic anhydride;

Reference yield:

N-(3-acetylphenyl)benzenesulfonamide (76883-63-1) → m-(methylamino)acetophenone (42865-75-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / dimethyl sulfoxide / 20 °C

2: diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; potassium tert-butylate / dimethyl sulfoxide / 1 h / 20 °C / Inert atmosphere; Schlenk technique; Irradiation; Sealed tube

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; potassium tert-butylate; In dimethyl sulfoxide;

DOI:10.1021/acs.joc.0c01523

upstream raw materials:

methanol

1-(3-aminophenyl)ethanone

N-(3-acetylphenyl)-N-methylbenzenesulfonamide

N-(3-acetylphenyl)benzenesulfonamide

Downstream raw materials:

6-(3-methylamino-phenyl)-2-oxo-1,2-dihydro-pyridine-3-carbonitrile

C₁₇H₁₇NO₂

C₁₇H₁₅NO

N-(3-acetylphenyl)-N-methyl-4-nitrobenzamide

Refernces

• 1、 Shang, Yaping,Jonnada, Krishna,Yedage, Subhash Laxman,Tu, Hua,Zhang, Xiaofeng,Lou, Xin,Huang, Shijun,Su, Weiping. "Rhodium(iii)-catalyzed indole synthesis at room temperature using the transient oxidizing directing group strategy". supporting information. p. 9547 - 9550. Retrieved 2019/08/15.
• 2、 -. "Novel antibacterial amide compounds and process means for producing the same". . . Retrieved 2008/06/13.