5-(4-Morpholinylsulfonyl)-1H-indole-3-carboxylic acid

Base Information

• Chemical Name: 5-(4-Morpholinylsulfonyl)-1H-indole-3-carboxylic acid
• CAS No.: 120729-96-6
• Molecular Formula: C₁₃H₁₄N₂O₅S
• Molecular Weight: 310.331
• DSSTox Substance ID: DTXSID60152993
• Wikidata: Q27186055
• ChEMBL ID: CHEMBL1439754
• Mol file: 120729-96-6.mol

Synonyms:120729-96-6;5-(4-Morpholinylsulfonyl)-1H-indole-3-carboxylic acid;5-morpholin-4-ylsulfonyl-1H-indole-3-carboxylic acid;1H-Indole-3-carboxylic acid, 5-(4-morpholinylsulfonyl)-;5-(Morpholinosulfonyl)-1H-indole-3-carboxylic acid;BRN 3566669;Oprea1_598218;MLS000071202;CHEMBL1439754;DTXSID60152993;CHEBI:107728;HMS2337I06;STK700060;AKOS005607699;NCGC00018572-01;NCGC00018572-02;SMR000039067;Q27186055;5-(morpholin-4-ylsulfonyl)-1H-indole-3-carboxylic acid;5-(MORPHOLINE-4-SULFONYL)-1H-INDOLE-3-CARBOXYLIC ACID

Chemical Property of 5-(4-Morpholinylsulfonyl)-1H-indole-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.89E-16mmHg at 25°C
• Boiling Point: 624.3°Cat760mmHg
• Flash Point: 331.4°C
• Density: 1.545g/cm³
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 310.06234272
• Heavy Atom Count: 21
• Complexity: 497

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1S(=O)(=O)C2=CC3=C(C=C2)NC=C3C(=O)O

Technology Process of 5-(4-Morpholinylsulfonyl)-1H-indole-3-carboxylic acid

There total 3 articles about 5-(4-Morpholinylsulfonyl)-1H-indole-3-carboxylic acid 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: 49.1%

5-(Morpholine-4-sulfonyl)-1H-indole-3-carbaldehyde (120729-87-5) → 5-(Morpholine-4-sulfonyl)-1H-indole-3-carboxylic acid (120729-96-6)

Guidance literature:

With potassium permanganate; In water; acetone; at 30 - 35 ℃; for 2h;

DOI:10.1007/BF00764459

Reference yield:

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) → 5-(Morpholine-4-sulfonyl)-1H-indole-3-carboxylic acid (120729-96-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 56 percent / chlorosulfonic acid / 2 h / 70 °C

2: 67.1 percent / H₂O; tetrahydrofuran / 30 - 35 °C

3: 49.1 percent / potassium permanganate / acetone; H₂O / 2 h / 30 - 35 °C

With chlorosulfonic acid; potassium permanganate; In tetrahydrofuran; water; acetone;

DOI:10.1007/BF00764459

Reference yield:

5-chlorosulfonyl-3-formylindole (120768-89-0) → 5-(Morpholine-4-sulfonyl)-1H-indole-3-carboxylic acid (120729-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 67.1 percent / H₂O; tetrahydrofuran / 30 - 35 °C

2: 49.1 percent / potassium permanganate / acetone; H₂O / 2 h / 30 - 35 °C

With potassium permanganate; In tetrahydrofuran; water; acetone;

DOI:10.1007/BF00764459

upstream raw materials:

5-(Morpholine-4-sulfonyl)-1H-indole-3-carbaldehyde

Indole-3-carboxaldehyde

5-chlorosulfonyl-3-formylindole