5-CARBOXYISATIN METHYL ESTER

Base Information

• Chemical Name: 5-CARBOXYISATIN METHYL ESTER
• CAS No.: 101460-85-9
• Molecular Formula: C₁₀H₇NO₄
• Molecular Weight: 205.17
• Mol file: 101460-85-9.mol

Synonyms:

Chemical Property of 5-CARBOXYISATIN METHYL ESTER

Chemical Property:

• Melting Point: 258-259 °C
• PKA: 8.96±0.20(Predicted)
• Density: 1.410±0.06 g/cm3(Predicted)

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl2,3-dioxoindoline-5-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-CARBOXYISATIN METHYL ESTER

There total 10 articles about 5-CARBOXYISATIN METHYL 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: 99.0%

methyl 4-amino-3-(2-(hexylamino)-2-oxoacetyl)benzoate → 1H-indole-5-carboxylic acid, 2,3-dihydro-2,3-dioxo-, methyl ester (101460-85-9)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 60 ℃;

DOI:10.1002/ejoc.201600143

Reference yield: 85.0%

5-methoxycarbonylindole (1011-65-0) → 1H-indole-5-carboxylic acid, 2,3-dihydro-2,3-dioxo-, methyl ester (101460-85-9)

Guidance literature:

With indium(III) chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In water; acetonitrile; at 80 ℃; for 3h;

DOI:10.1055/s-2007-965930

Reference yield: 72.0%

2,3-dihydro-1H-indole-5-carboxylic acid methyl ester (141452-01-9) → 1H-indole-5-carboxylic acid, 2,3-dihydro-2,3-dioxo-, methyl ester (101460-85-9)

Guidance literature:

With iodine pentoxide; In dimethyl sulfoxide; at 80 ℃;

DOI:10.1016/j.tetlet.2017.03.060

upstream raw materials:

5-methoxycarbonylindole

1,2-dichloro-1,2-bis(dimethylamino)ethene

4-methoxycarbonyl aniline

oxalyl dichloride

Downstream raw materials:

C₁₇H₁₂FNO₄

Refernces

• 1、 Yadav,Subba Reddy,Reddy, Ch. Suresh,Krishna. "Indium(III) chloride/2-iodoxybenzoic acid: A novel reagent system for the conversion of indoles into isatins". . p. 693 - 696. Retrieved 2007.
• 2、 Schilling, Waldemar,Zhang, Yu,Riemer, Daniel,Das, Shoubhik. "Visible-Light-Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides". . p. 390 - 395. Retrieved 2020.
• 3、 -. "SMALL MOLECULE INHIBITORS OF GPCR GPR68 AND RELATED RECEPTORS". Paragraph 0100; 0106. . Retrieved 2020/10/28.