2-ACETYLINDOLE

Base Information

• Chemical Name: 2-ACETYLINDOLE
• CAS No.: 4264-35-1
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2933990090
• Mol file: 4264-35-1.mol

Synonyms:Ketone,indol-2-yl methyl (7CI,8CI);1-(1H-Indol-2-yl)ethanone;2-Acetylindole;

Chemical Property of 2-ACETYLINDOLE

Chemical Property:

• Vapor Pressure: 0.000132mmHg at 25°C
• Melting Point: 154-155 °C
• Refractive Index: 1.648
• Boiling Point: 333.9 °C at 760 mmHg
• PKA: 14.79±0.30(Predicted)
• Flash Point: 163.7 °C
• PSA: 32.86000
• Density: 1.193 g/cm³
• LogP: 2.37050
• Storage Temp.: Refrigerator

Purity/Quality:

98%min ^*data from raw suppliers

2-Acetylindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-ACETYLINDOLE is a useful intermediate for the synthesis of pharmaceutical actives, intermediates and fine chemicals An indole derivative used in synthesis of matrix metalloprotease inhibitors.

Technology Process of 2-ACETYLINDOLE

There total 8 articles about 2-ACETYLINDOLE 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: 90.0%

2-(Pyruvoylamino)benzyltriphenylphosphoniumbromid (101315-51-9) → 2-acetylindole (4264-35-1) + 3-methylcarbostyril (2721-59-7)

Guidance literature:

With potassium tert-butylate; In toluene; Heating;

Reference yield: 75.0%

methanol (67-56-1) + N-(2-(3-oxobutyl)phenyl)-4-methylbenzenesulfonamide (1435944-00-5) → indole-2-carboxylic acid methyl ester (1202-04-6) + 2-acetylindole (4264-35-1)

Guidance literature:

With iodine; potassium carbonate; at 60 ℃; for 3h;

DOI:10.1039/c3cc40797g

Reference yield: 62.0%

<2-benzyl>triphenylphosphonium chloride → 2-acetylindole (4264-35-1) + 3-methylcarbostyril (2721-59-7)

Guidance literature:

In various solvent(s); for 1h; Heating;

upstream raw materials:

(Z)-N-benzylideneaniline oxide

methyl ethynyl ketone

2-(Pyruvoylamino)benzyltriphenylphosphoniumbromid

methanol

Downstream raw materials:

3-benzyl-4-(4-methylphenyl)-1-(pyrrolidin-1-yl)-9H-carbazole

C₂₉H₃₄N₂

3-hexyl-4-(4-methylphenyl)-1-(pyrrolidin-1-yl)-9H-carbazole

4-(4-methylphenyl)-1-(pyrrolidin-1-yl)-3-[3-(trifluoromethyl)benzyl]-9H-carbazole

Refernces

• 1、 Chaabouni,Pinkerton,Abid,Galaup,Chassaing. "Photochemistry of ortho -Azidocinnamoyl Derivatives: Facile and Modular Synthesis of 2-Acylated Indoles and 2-Substituted Quinolines under Solvent Control". . p. 2614 - 2618. Retrieved 2017/10/06.
• 2、 Miyashita, Kazuyuki,Tsuchiya, Katsutoshi,Kondoh, Katsunori,Miyabe, Hideto,Imanishi, Takeshi. "Novel indole-ring construction method for the synthesis of 2-trifluoromethylindoles". . p. 513 - 516. Retrieved 2007/10/03.