2-Oxoindoline-5-sulfonyl chloride

Base Information

• Chemical Name: 2-Oxoindoline-5-sulfonyl chloride
• CAS No.: 199328-31-9
• Molecular Formula: C8H6ClNO3S
• Molecular Weight: 231.66
• Hs Code.: 2933790090
• European Community (EC) Number: 638-957-7
• DSSTox Substance ID: DTXSID00407111
• Wikidata: Q72498807
• Mol file: 199328-31-9.mol

Synonyms:2-Oxoindoline-5-sulfonyl chloride;199328-31-9;2-Oxo-2,3-dihydro-1H-indole-5-sulfonyl chloride;2-oxo-1,3-dihydroindole-5-sulfonyl Chloride;5-chlorosulfonyloxindole;MFCD06655924;1H-Indole-5-sulfonyl chloride, 2,3-dihydro-2-oxo-;2-oxo-5-indolinesulfonyl chloride;2-Oxoindoline-5-sulphonyl chloride;2-oxoindoline-5-sulfonylchloride;2,3-Dihydro-2-oxo-1H-indole-5-sulphonyl chloride;5-chlorosulphonyloxindole;5-chlorosulfonyl oxindole;5-chlorosufonyl-2-oxindole;5chlorosulphonyl-2-oxindole;5-chlorosulfonyl-2-oxindole;5-chlorosulphonyl-2-oxindole;5-Chlorosulfonyl-2-indolinone;SCHEMBL517067;DTXSID00407111;FYBNVKMJOOYPGI-UHFFFAOYSA-N;5-Chlorosulfonyloxindole, tech grade;AKOS000200781;SB15058;AM803462;SY045232;BB 0258065;FT-0763564;EN300-13555;2-oxoindoline-5-sulfonyl chloride, AldrichCPR;A12484;J-510226;Z90667559;F3308-2773

Chemical Property of 2-Oxoindoline-5-sulfonyl chloride

Chemical Property:

• Vapor Pressure: 3.91E-08mmHg at 25°C
• Melting Point: >160 °C
• Refractive Index: 1.612
• Boiling Point: 445.6 °C at 760 mmHg
• PKA: 12.34±0.20(Predicted)
• Flash Point: 223.3 °C
• PSA: 71.62000
• Density: 1.568 g/cm³
• LogP: 2.32750
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 230.9756919
• Heavy Atom Count: 14
• Complexity: 348

Purity/Quality:

97% ^*data from raw suppliers

2-Oxo-5-indolinesulfonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C=CC(=C2)S(=O)(=O)Cl)NC1=O
• Uses: 2-Oxo-5-indolinesulfonyl Chloride is a reactant used in the preparation of bis-indole-substituted pyridines and piperazinediones derivatives with potential antitumor activity. Also used in the preparation of antitumor 3,5-substituted indolin-2-one derivatives.

Technology Process of 2-Oxoindoline-5-sulfonyl chloride

There total 3 articles about 2-Oxoindoline-5-sulfonyl 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: 98.3%

2-oxoindole (59-48-3) → 2-oxo-2,3-dihydro-1H-indole-5-sulfonyl chloride (199328-31-9)

Guidance literature:

With chlorosulfonic acid; at 20 - 68 ℃; for 2.5h;

DOI:10.1016/j.ejmech.2015.10.020

Reference yield: 94.0%

chlorosulfonic acid (7790-94-5) + 2-oxoindole (59-48-3) → 2-oxo-2,3-dihydro-1H-indole-5-sulfonyl chloride (199328-31-9)

Guidance literature:

chlorosulfonic acid; 2-oxoindole; at 50 - 60 ℃; for 12h;

In dichloromethane;

Reference yield:

2-(2-nitrophenyl)acetic acid (3740-52-1) → 2-oxo-2,3-dihydro-1H-indole-5-sulfonyl chloride (199328-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1: iron; acetic acid / 100 °C

2: chlorosulfonic acid / 2.5 h / 20 - 68 °C

With chlorosulfonic acid; iron; acetic acid;

DOI:10.1016/j.ejmech.2015.10.020

upstream raw materials:

2-oxoindole

chlorosulfonic acid

2-(2-nitrophenyl)acetic acid

Downstream raw materials:

[(1S,2R)-3-[[(2,3-dihydro-2-oxo-1H-indol-5-yl)sulfonyl](2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]carbamic acid (3R,3aS,6aR)-hexahydrofuro[2,3-b] furan-3-yl ester

5-aminosulfonyl-2-oxindole

5-[(2,6-dichlorobenzyl)sulfonyl]-1,3-dihydro-2H-indol-2-one

5-(4-Fluoro-phenylmethanesulfonyl)-1,3-dihydro-indol-2-one