Acetic acid 1-acetyl-5-chloro-1H-indol-3-yl ester

Base Information

• Chemical Name: Acetic acid 1-acetyl-5-chloro-1H-indol-3-yl ester
• CAS No.: 108761-32-6
• Molecular Formula: C₁₂H₁₀ClNO₃
• Molecular Weight: 251.669
• Hs Code.: 2933990090
• Mol file: 108761-32-6.mol

Synonyms:Acetic acid 1-acetyl-5-chloro-1H-indol-3-yl ester;1-ACETYL-5-CHLORO-1H-INDOL-3-YL ACETATE;RARECHEM AK MA K327

Chemical Property of Acetic acid 1-acetyl-5-chloro-1H-indol-3-yl ester

Chemical Property:

• PSA: 48.30000
• LogP: 2.88010

Purity/Quality:

ACETICACID1-ACETYL-5-CHLORO-1H-INDOL-3-YLESTER 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Acetic acid 1-acetyl-5-chloro-1H-indol-3-yl ester

There total 5 articles about Acetic acid 1-acetyl-5-chloro-1H-indol-3-yl ester 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: 64.0%

5-chloro-2-<(carboxymethyl)amino>-benzoic acid (133433-34-8) + acetic anhydride (108-24-7) → 1-acetyl-5-chloro-1H-indol-3-yl acetate (108761-32-6)

Guidance literature:

5-chloro-2-<(carboxymethyl)amino>-benzoic acid; acetic anhydride; With sodium acetate; at 60 ℃; for 5h;

With sodium hydrogencarbonate; In water; ethyl acetate;

Reference yield:

2-bromo-5-chlorobenzoic acid (21739-93-5) → 1-acetyl-5-chloro-1H-indol-3-yl acetate (108761-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water

2: sodium acetate / N,N-dimethyl-formamide / 120 °C

With sodium acetate; sodium hydroxide; In water; N,N-dimethyl-formamide;

DOI:10.3109/14756366.2010.510471

Reference yield:

5-chloro-2-<(carboxymethyl)amino>-benzoic acid (133433-34-8) + sodium acetate (127-09-3) → 1-acetyl-5-chloro-1H-indol-3-yl acetate (108761-32-6)

Guidance literature:

With acetic anhydride;

DOI:10.1016/j.tetlet.2016.10.099

upstream raw materials:

5-chloro-2-<(carboxymethyl)amino>-benzoic acid

acetic anhydride

chloroacetic acid

5-chloroanthranilic acid

Downstream raw materials:

1-acetyl-5-chloro-3-hydroxyindole

3-acetoxy-5-chloroindole

1-acetyl-5-chloro-1,2-dihydro-3H-indol-3-one

[2-(1-(2'-bromobenzenesulfonyl)-5-chloro-1H-indol-3-yloxy)ethyl]dimethylamine

Refernces

• 1、 Guo, Jing,Weng, Jiang,Huang, Gong-Bin,Huang, Lin-Jie,Chan, Albert S.C.,Lu, Gui. "Indoxyl-based umpolung strategy for the synthesis of unsymmetrical 3,3′-biindoles". . p. 5493 - 5496. Retrieved 2016/11/19.
• 2、 Nirogia, Ramakrishna V.S.,Kambhampati, Ramasastri,Daulatabad, Anand V.,Gudla, Parandhama,Shaikh, Mohammad,Achanta, Pramod Kumar,Shinde, Anil K.,Dubey, Pramod Kumar. "Design, synthesis and pharmacological evaluation of conformationally restricted N-arylsulfonyl-3-aminoalkoxy indoles as a potential 5-HT6 receptor ligands". scheme or table. p. 341 - 349. Retrieved 2012/01/06.