Ethanone, 2-chloro-1-(3-indolyl)-

Base Information

• Chemical Name: Ethanone, 2-chloro-1-(3-indolyl)-
• CAS No.: 28755-03-5
• Molecular Formula: C10H8 Cl N O
• Molecular Weight: 193.633
• Hs Code.: 2933990090
• Mol file: 28755-03-5.mol

Synonyms:Ketone,chloromethyl indol-3-yl (6CI,7CI,8CI); 3-(Chloroacetyl)indole

Chemical Property of Ethanone, 2-chloro-1-(3-indolyl)-

Chemical Property:

• Vapor Pressure: 6.02E-06mmHg at 25°C
• Melting Point: 212-214 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 379.1°C at 760 mmHg
• PKA: 15.08±0.30(Predicted)
• Flash Point: 183°C
• PSA: 32.86000
• Density: 1.337g/cm³
• LogP: 2.58940
• Storage Temp.: ?20°C
• Solubility.: DMSO: soluble5mg/mL, clear

Purity/Quality:

98%min ^*data from raw suppliers

3-(Chloroacetyl)indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-(Chloroacetyl)indole is a reagent used in organic synthesis. Used in the preparation of 1,?2-?dihydroazepino[4,?5-?b]?indoles.

Technology Process of Ethanone, 2-chloro-1-(3-indolyl)-

There total 10 articles about Ethanone, 2-chloro-1-(3-indolyl)- 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%

indole (120-72-9) + chloroacetyl chloride (79-04-9) → 3-chloroacetylindole (28755-03-5)

Guidance literature:

In 1,4-dioxane; for 0.75h; Heating;

DOI:10.1002/jhet.5570440119

Reference yield: 80.0%

potassium N-indolyltriethylborate + chloroacetyl chloride (79-04-9) → 3-chloroacetylindole (28755-03-5)

Guidance literature:

In tetrahydrofuran; hexane; at -15 ℃; for 24h;

DOI:10.1021/acs.orglett.6b01970

Reference yield:

indole (120-72-9) → 3-chloroacetylindole (28755-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

1.2: 0.5 h / Inert atmosphere

2.1: tetrahydrofuran; hexane / 24 h / -15 °C

In tetrahydrofuran; hexane;

DOI:10.1021/acs.orglett.6b01970

upstream raw materials:

indole

2-Chloro-N,N-diethylacetamide

2-chloro-N,N-dimethylacetamide

2-chloro-1-(1-chloroacetyl-indol-3-yl)-ethanone

Downstream raw materials:

indol-3-yl-(3-phenyl-oxiranyl)-methanone

[3-(4-bromo-phenyl)-oxiranyl]-indol-3-yl-methanone

2-amino-4-(indol-3'-yl)thiazole

indol-3-yl-[3-(4-isopropyl-phenyl)-oxiranyl]-methanone

Refernces

• 1、 Geronikaki, Athina,Glamo?lija, Jasmina,Ivanov, Marija,Kartsev, Victor,Kostic, Marina,Nicolaou, Ioannis,Petrou, Anthi,Simakov, Sergei,Sokovi?, Marina,Talea, Despoina,Vizirianakis, Ioannis S.. "4-(Indol-3-yl)thiazole-2-amines and 4-ιndol-3-yl)thiazole acylamines as novel antimicrobial agents: Synthesis, in silico and in vitro evaluation". . . Retrieved 2021/11/08.
• 2、 Tan, Aaron,Babak, Maria V.,Venkatesan, Gopalakrishnan,Lim, Clarissa,Klotz, Karl-Norbert,Herr, Deron Raymond,Cheong, Siew Lee,Federico, Stephanie,Spalluto, Giampiero,Ong, Wei-Yi,Chen, Yu Zong,Loo, Jason Siau Ee,Pastori, Giorgia. "Design, synthesis and evaluation of new indolylpyrimidylpiperazines for gastrointestinal cancer therapy". . . Retrieved 2019/11/02.