6-Chloroisatin

Base Information

• Chemical Name: 6-Chloroisatin
• CAS No.: 6341-92-0
• Molecular Formula: C8H4ClNO2
• Molecular Weight: 181.578
• Hs Code.: 2933990090
• Mol file: 6341-92-0.mol

Synonyms:6-chloro-1H-indole-2,3-dione;3-[5-[(E)-[1-(3-bromophenyl)-2,4,6-trioxo-1,3-diazinan-5-ylidene]methyl]-2-furyl]-4-methyl-benzoic acid;6-chloro-2,3-dihydro-1H-indole-2,3-dione (IM OCS);

Chemical Property of 6-Chloroisatin

Chemical Property:

• Appearance/Colour: Orange Powder
• Melting Point: 262 °C
• Refractive Index: 1.685
• PKA: 8.83±0.20(Predicted)
• PSA: 46.17000
• Density: 1.519 g/cm³
• LogP: 1.61280
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Dimethylformamide

Purity/Quality:

99%, ^*data from raw suppliers

6-Chloroisatin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Chloroisatin

There total 28 articles about 6-Chloroisatin 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%

2-(2-amino-4-chlorophenyl)-N-hexyl-2-oxoacetamide → 6-chloroisatin (6341-92-0)

Guidance literature:

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

DOI:10.1002/ejoc.201600143

Reference yield: 89.0%

6-chloro-2-oxindole (56341-37-8) → 6-chloroisatin (6341-92-0)

Guidance literature:

With oxygen; copper(II) acetate monohydrate; potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 0.5h; under 760.051 Torr;

DOI:10.1016/j.tetlet.2015.02.019

Reference yield: 88.0%

3,3-Dibromo-6-chloro-1,3-dihydro-indol-2-one (215959-30-1) → 6-chloroisatin (6341-92-0)

Guidance literature:

With water; In methanol; for 19h; Heating / reflux;

upstream raw materials:

oxalyl dichloride

3-chloroaniline hydrochloride

7-chloro-1,2,3,4-tetrahydroquinoline-2,3,4-trione 3-oxime

Ν-(3-chlorophenyl)-2-hydroxyiminoacetamide

Downstream raw materials:

6'-chlorospiro(1,3-dioxolane-2,3'-indolin)-2'-one

6-chloroisatin 3-hydrazone

Refernces

• 1、 Chen, Huan,Hou, Baolong,Liu, Jianli,Liu, Li,Ma, Xiumei,Wang, Cuiling,Wang, Jilin,Wang, Rui,Wang, Yinyin,Zheng, Xudong. "Synthesis of substituted tryptanthrin via aryl halides and amines as antitumor and anti-MRSA agents". . . Retrieved 2019/11/13.
• 2、 Wang, Ci-Ping,Jiang, Guo-Fang. "An efficient method based on indoles for the synthesis of isatins by taking advantage of I2O5 as oxidant". supporting information. p. 1747 - 1750. Retrieved 2017/04/13.