7-CHLORO-ALPHA-OXO-1H-INDOLE-3-ACETYL CHLORIDE

Base Information

• Chemical Name: 7-CHLORO-ALPHA-OXO-1H-INDOLE-3-ACETYL CHLORIDE
• CAS No.: 863289-28-5
• Molecular Formula: C10H5Cl2NO2
• Molecular Weight: 242.06
• Mol file: 863289-28-5.mol

Synonyms:7-CHLORO-ALPHA-OXO-1H-INDOLE-3-ACETYL CHLORIDE

Chemical Property of 7-CHLORO-ALPHA-OXO-1H-INDOLE-3-ACETYL CHLORIDE

Chemical Property:

• Boiling Point: 444.4±48.0 °C(Predicted)
• PKA: 12.71±0.30(Predicted)
• PSA: 49.93000
• Density: 1.573±0.06 g/cm3(Predicted)
• LogP: 2.76940

Purity/Quality:

98% ^*data from raw suppliers

1H-INDOLE-3-ACETYLCHLORIDE,7-CHLORO-α-OXO-, 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-CHLORO-ALPHA-OXO-1H-INDOLE-3-ACETYL CHLORIDE

There total 1 articles about 7-CHLORO-ALPHA-OXO-1H-INDOLE-3-ACETYL CHLORIDE 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:

7-chloro-1H-indole (53924-05-3) + oxalyl dichloride (79-37-8) → 2-(7-chloro-1H-indol-3-yl)-2-oxoacetyl chloride (863289-28-5)

Guidance literature:

In diethyl ether; at 25 ℃; for 3h;

DOI:10.1016/j.bmcl.2005.05.061

Reference yield:

2-(7-chloro-1H-indol-3-yl)-2-oxoacetyl chloride (863289-28-5) → 3-(2-bromo-ethyl)-7-chloro-1H-indole (863289-25-2)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / 2 h / 78 °C

2: LiAlH₄ / tetrahydrofuran / 2 h / 66 °C

3: CBr₄; PPh₃ / CH₂Cl₂ / 2 h / 25 °C

With lithium aluminium tetrahydride; carbon tetrabromide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2005.05.061

Reference yield:

2-(7-chloro-1H-indol-3-yl)-2-oxoacetyl chloride (863289-28-5) → 2-(7-chloro-1H-indol-3-yl)ethanamine (3804-16-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₃ / dioxane

2: lithium aluminum hydride / tetrahydrofuran / Heating

With lithium aluminium tetrahydride; ammonia; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/ol026729p

upstream raw materials:

7-chloro-1H-indole

oxalyl dichloride

Downstream raw materials:

3-(2-bromo-ethyl)-7-chloro-1H-indole

2-(7-chloro-1H-indol-3-yl)ethanol

2-(7-chloro-1H-indol-3-yl)ethanamine

Refernces

• 1、 Veale, Clinton G.L.. "A new synthesis of versatile indolyl-3-carbonylnitriles". . p. 5287 - 5290. Retrieved 2015/08/26.
• 2、 Contour-Galcera, Marie-Odile,Sidhu, Alban,Plas, Pascale,Roubert, Pierre. "3-Thio-1,2,4-triazoles, novel somatostatin sst2/sst5 agonists". . p. 3555 - 3559. Retrieved 2007/10/03.