Acetamide, N-[2-(1-methylethyl)phenyl]-

Base Information

• Chemical Name: Acetamide, N-[2-(1-methylethyl)phenyl]-
• CAS No.: 19246-04-9
• Molecular Formula: C11H15NO
• Molecular Weight: 177.246
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60876501
• Nikkaji Number: J845.688G
• Wikidata: Q82858148
• Mol file: 19246-04-9.mol

Synonyms:19246-04-9;N-(2-isopropylphenyl)acetamide;Acetamide, N-[2-(1-methylethyl)phenyl]-;2'-Isopropylacetanilide;N-(2-propan-2-ylphenyl)acetamide;N1-(2-Isopropylphenyl)acetamide;2/'-Isopropylacetanilide;Maybridge1_000112;MixCom1_000222;SCHEMBL757161;DTXSID60876501;MFCD00833396;N-[2-(propan-2-yl)phenyl]acetamide;AKOS002960250;Acetamide,N-[2-(1-methylethyl)phenyl]-;TS-02467;CS-0324077;FT-0629655;AO-548/11380361

Chemical Property of Acetamide, N-[2-(1-methylethyl)phenyl]-

Chemical Property:

• Appearance/Colour: Colorless transparent liquid
• Vapor Pressure: 0.000344mmHg at 25°C
• Melting Point: 72-74 °C
• Refractive Index: 1.546
• Boiling Point: 319.2 °C at 760 mmHg
• Flash Point: 188.2 °C
• PSA: 29.10000
• Density: 1.026 g/cm³
• LogP: 2.84140
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 177.115364102
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

98%min ^*data from raw suppliers

2''-Isopropylacetanilide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC=CC=C1NC(=O)C
• Uses: 2''-Isopropylacetanilide is an intermediate used to prepare SR 142948 (S684350) which is an antagonist of NT1/NT2 receptors inhibiting bile acid secretion.

Technology Process of Acetamide, N-[2-(1-methylethyl)phenyl]-

There total 4 articles about Acetamide, N-[2-(1-methylethyl)phenyl]- 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%

acetic anhydride (108-24-7) + 2-isopropylaniline (643-28-7) → N-(2-isopropylphenyl)acetamide (19246-04-9)

Guidance literature:

In toluene; at 20 ℃; for 0.75h; Cooling with ice; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c00523

Reference yield:

Isopropylbenzene (98-82-8) → N-(2-isopropylphenyl)acetamide (19246-04-9)

Guidance literature:

Multi-step reaction with 2 steps

1: HNO₃+H₂SO₄ / man faellt mit Wasser das rohe Nitrocumol als Oel aus und reduziert es mit Zink und Salzsaeure

With sulfuric acid; nitric acid;

Reference yield:

acetyl chloride (75-36-5) + 2-isopropylaniline (643-28-7) → N-(2-isopropylphenyl)acetamide (19246-04-9)

Guidance literature:

upstream raw materials:

acetic anhydride

2-isopropylaniline

acetyl chloride

Isopropylbenzene

Downstream raw materials:

(E,E)-2,5-bis[2-(3-isopropyl-4-N,N-diethylaminophenyl)ethenyl]pyrazine

2-isopropyl-N-[(3E)-3-(2-isopropylphenyl)imino-2-[N-(2-isopropylphenyl)-C-methyl-carbonimidoyl]-1-methyl-but-1-enyl]aniline

N-hydroxymethyl-N-(2-isopropylphenyl)acetamide

N-(2-isopropyl-4-nitrophenyl)acetamide

Refernces

• 1、 Renard, Emma,Moreau, Mathieu,Bellaye, Pierre-Simon,Guillemin, Mélanie,Collin, Bertrand,Prignon, Aurélie,Denat, Franck,Goncalves, Victor. "Positron Emission Tomography Imaging of Neurotensin Receptor-Positive Tumors with68Ga-Labeled Antagonists: The Chelate Makes the Difference Again". supporting information. p. 8564 - 8578. Retrieved 2021/06/30.
• 2、 Wang, Da-Wei,Lin, Hong-Yan,Cao, Run-Jie,Chen, Tao,Wu, Feng-Xu,Hao, Ge-Fei,Chen, Qiong,Yang, Wen-Chao,Yang, Guang-Fu. "Synthesis and Herbicidal Activity of Triketone-Quinoline Hybrids as Novel 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors". . p. 5587 - 5596. Retrieved 2015/06/25.