n-(1h-Indol-5-yl)acetamide

Base Information

• Chemical Name: n-(1h-Indol-5-yl)acetamide
• CAS No.: 7145-71-3
• Molecular Formula: C10H10N2O
• Molecular Weight: 174.202
• Hs Code.: 2933990090
• NSC Number: 74979
• DSSTox Substance ID: DTXSID70291342
• Wikidata: Q82029276
• ChEMBL ID: CHEMBL273495
• Mol file: 7145-71-3.mol

Synonyms:n-(1h-indol-5-yl)acetamide;7145-71-3;5-acetamidoindole;N-(1H-lndol-5-yl)-acetamide;N-(1H-Indol-5-yl)-acetamide;5acetaminoindole;NSC74979;NCIOpen2_000891;MLS001250170;CHEMBL273495;ISUPSL100256;SCHEMBL5177372;DTXSID70291342;HMS2198D23;MFCD01320495;NSC-74979;AKOS006281925;DS-15961;SMR000686037;CS-0187532;FT-0619920;A866438;2-[(2,6-dichlorophenyl)amino]-5-hydroxyphenylaceticacid

Chemical Property of n-(1h-Indol-5-yl)acetamide

Chemical Property:

• Vapor Pressure: 1.09E-08mmHg at 25°C
• Refractive Index: 1.711
• Boiling Point: 461.2 °C at 760 mmHg
• Flash Point: 232.7 °C
• PSA: 44.89000
• Density: 1.29g/cm³
• LogP: 2.19930
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 174.079312947
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

99.5% ^*data from raw suppliers

N-(1H-Indol-5-yl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC2=C(C=C1)NC=C2

Technology Process of n-(1h-Indol-5-yl)acetamide

There total 4 articles about n-(1h-Indol-5-yl)acetamide 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%

→ N-(1H-indol-5-yl)acetamide (7145-71-3)

Guidance literature:

With carbon dioxide; In 1,2-dimethoxyethane; at 35 ℃; for 8h; under 760.051 Torr;

Reference yield: 92.0%

tungsten hexacarbonyl (14040-11-0) + 5-nitroindole (6146-52-7) + carbonic acid dimethyl ester (616-38-6) → N-(1H-indol-5-yl)acetamide (7145-71-3)

Guidance literature:

With di(rhodium)tetracarbonyl dichloride; 1,3-bis-(diphenylphosphino)propane; sodium phosphate; sodium iodide; In water; at 120 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1039/d1cc00047k

Reference yield: 85.0%

5-amino-1H-indole (5192-03-0) + acetyl chloride (75-36-5) → N-(1H-indol-5-yl)acetamide (7145-71-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 3h;

upstream raw materials:

5-amino-1H-indole

acetyl chloride

5-nitroindole

tungsten hexacarbonyl

Refernces

• 1、 Bao, Zhi-Peng,Miao, Ren-Guan,Qi, Xinxin,Wu, Xiao-Feng. "A novel construction of acetamides from rhodium-catalyzed aminocarbonylation of DMC with nitro compounds". supporting information. p. 1955 - 1958. Retrieved 2021/03/02.
• 2、 -. "SELECTIVE ANTI-CANCER COMPOUNDS". Page/Page column 93-94. . Retrieved 2017/01/31.