INDOLE-3-GLYOXYLAMIDE

Base Information

• Chemical Name: INDOLE-3-GLYOXYLAMIDE
• CAS No.: 5548-10-7
• Molecular Formula: C10H8 N2 O2
• Molecular Weight: 188.186
• Hs Code.: 2924199090
• Mol file: 5548-10-7.mol

Synonyms:Indole-3-glyoxylamide(6CI,7CI,8CI); 2-(1H-Indol-3-yl)-2-oxoethanamide; 3-Indoleglyoxamide; NSC 56129

Chemical Property of INDOLE-3-GLYOXYLAMIDE

Chemical Property:

• Melting Point: 252℃ (Decomposition)
• Boiling Point: 447.4°Cat760mmHg
• Flash Point: 224.4°C
• PSA: 75.95000
• Density: 1.402g/cm³
• LogP: 1.53620

Purity/Quality:

98%min ^*data from raw suppliers

Indole-3-Glyoxylamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of INDOLE-3-GLYOXYLAMIDE

There total 11 articles about INDOLE-3-GLYOXYLAMIDE 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: 85.0%

indole (120-72-9) + oxalyl dichloride (79-37-8) → indole-3-glyoxylamide (5548-10-7)

Guidance literature:

indole; oxalyl dichloride; In diethyl ether; at 0 ℃;

With ammonia; In diethyl ether; dichloromethane; at 0 ℃;

DOI:10.1055/s-0036-1588961

Reference yield: 84.0%

indolyl-3-glyoxylyl chloride (22980-09-2) → indole-3-glyoxylamide (5548-10-7)

Guidance literature:

With ammonium hydroxide; potassium hydroxide; In diethyl ether; water; at 20 ℃; for 0.0833333h;

DOI:10.1021/acs.jafc.9b04093

Reference yield: 79.0%

3-acetylindole (703-80-0) → indole-3-glyoxylamide (5548-10-7)

Guidance literature:

With iodine; formamidine hydrochloride; In dimethyl sulfoxide; at 110 ℃; for 11h;

DOI:10.1039/c4ob02591a

upstream raw materials:

indolyl-3-glyoxylyl chloride

2-(3-indolyl)oxoacetic acid methyl ester

indole

oxalyl dichloride

Downstream raw materials:

2-(1-methyl-1H-indol-3-yl)-2-oxoacetamide

tryptamine

tert-butyl N-[2-(5-bromo-1H-indol-3-yl)ethyl]carbamate

tert-butyl (2-(6-bromo-1H-indol-3-yl)ethyl)carbamate

Refernces

• 1、 Guo, Jincheng,Hao, Yanan,Ji, Xiaofei,Wang, Ziwen,Liu, Yuxiu,Ma, Dejun,Li, Yongqiang,Pang, Huailin,Ni, Jueping,Wang, Qingmin. "Optimization, Structure-Activity Relationship, and Mode of Action of Nortopsentin Analogues Containing Thiazole and Oxazole Moieties". . p. 10018 - 10031. Retrieved 2019/10/05.
• 2、 Srinivasan, A. Kaliyaperumal,Banerjee, Shyamapada,Pachore, Sharad S.,Syam Kumar. "Three-Component Coupling-Oxidative Amidation-Heterocycloannulation: Synthesis of the Indole Alkaloids Hamacanthin A and trans -2,5-Bis(3′-Indolyl)piperazine". . p. 1057 - 1064. Retrieved 2017/05/19.