5-(morpholin-4-ylsulfonyl)-1H-indole-2,3-dione

Base Information

• Chemical Name: 5-(morpholin-4-ylsulfonyl)-1H-indole-2,3-dione
• CAS No.: 220510-03-2
• Molecular Formula: C12H12N2O5S
• Molecular Weight: 296.304
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID30429023
• Wikidata: Q82241905
• ChEMBL ID: CHEMBL484273
• Mol file: 220510-03-2.mol

Synonyms:220510-03-2;5-(morpholin-4-ylsulfonyl)-1H-indole-2,3-dione;5-(MORPHOLINE-4-SULFONYL)-1H-INDOLE-2,3-DIONE;5-morpholin-4-ylsulfonyl-1H-indole-2,3-dione;5-(Morpholinosulfonyl)indoline-2,3-dione;isatin sulfonamide, 6;CHEMBL484273;SCHEMBL6535504;BDBM29569;DTXSID30429023;VIA51003;BBL021592;MFCD01029070;STK894305;AKOS000142453;SB35500;BS-27718;CS-0342362;FT-0720445;SR-01000597242;SR-01000597242-1;5-(morpholine-4-sulfonyl)-2,3-dihydro-1H-indole-2,3-dione

Chemical Property of 5-(morpholin-4-ylsulfonyl)-1H-indole-2,3-dione

Chemical Property:

• Melting Point: 246.9-247.7 °C
• PKA: 8.76±0.20(Predicted)
• PSA: 101.16000
• Density: 1.527±0.06 g/cm3(Predicted)
• LogP: 0.99900
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 296.04669266
• Heavy Atom Count: 20
• Complexity: 521

Purity/Quality:

97% ^*data from raw suppliers

5-(Morpholine-4-sulfonyl)-1H-indole-2,3-dione 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1S(=O)(=O)C2=CC3=C(C=C2)NC(=O)C3=O

Technology Process of 5-(morpholin-4-ylsulfonyl)-1H-indole-2,3-dione

There total 4 articles about 5-(morpholin-4-ylsulfonyl)-1H-indole-2,3-dione 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: 91.0%

morpholine (110-91-8,99108-56-2) + 5-chlorosulfonylisatin (132898-96-5) → 5-(morpholin-4-ylsulfonyl)-1H-indole-2,3-dione (220510-03-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jm900135r

Reference yield: 89.0%

3,3-dichloro-5-(morpholin-4-ylsulfonyl)-1,3-dihydro-2H-indol-2-one (220428-21-7) → 5-(morpholin-4-ylsulfonyl)-1H-indole-2,3-dione (220510-03-2)

Guidance literature:

With acetic acid; Heating;

DOI:10.1016/j.ejmech.2005.07.011

Reference yield:

3,3-dichloro-2-oxoindoline-5-sulfonyl chloride (93783-15-4) → 5-(morpholin-4-ylsulfonyl)-1H-indole-2,3-dione (220510-03-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / dioxane / 1 h / 0 °C

2: 89 percent / aq. AcOH / Heating

With acetic acid; In 1,4-dioxane;

DOI:10.1021/jm048987t

upstream raw materials:

3,3-dichloro-5-(morpholin-4-ylsulfonyl)-1,3-dihydro-2H-indol-2-one

morpholine

5-chlorosulfonylisatin

3,3-dichloro-2-oxoindoline-5-sulfonyl chloride

Downstream raw materials:

1-benzyl-5-(morpholine-4-sulfonyl)indoline-2,3-dione

1-(4-methoxybenzyl)-5-(morpholine-4-sulfonyl)indoline-2,3-dione

1-(3,4-dichlorobenzyl)-5-(morpholine-4-sulfonyl)indoline-2,3-dione