1-(Phenylsulfonyl)-1H-indole-2-carboxylic acid hydrazide

Base Information

• Chemical Name: 1-(Phenylsulfonyl)-1H-indole-2-carboxylic acid hydrazide
• CAS No.: 540740-51-0
• Molecular Formula: C15H13N3O3S
• DSSTox Substance ID: DTXSID40333465
• Wikidata: Q82098750
• ChEMBL ID: CHEMBL82691
• Mol file: 540740-51-0.mol

Synonyms:540740-51-0;1-(Phenylsulfonyl)-1H-indole-2-carboxylic acid hydrazide;1-(phenylsulfonyl)-1H-indole-2-carbohydrazide;1-(benzenesulfonyl)indole-2-carbohydrazide;CHEMBL82691;DTXSID40333465;1H-Indole-2-carboxylic acid, 1-(phenylsulfonyl)-, hydrazide;AKOS015961300;AB24978;AC-13583;1-(Benzenesulfonyl)-1H-indole-2-carbohydrazide

Chemical Property of 1-(Phenylsulfonyl)-1H-indole-2-carboxylic acid hydrazide

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 315.06776246
• Heavy Atom Count: 22
• Complexity: 511

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)N2C3=CC=CC=C3C=C2C(=O)NN

Technology Process of 1-(Phenylsulfonyl)-1H-indole-2-carboxylic acid hydrazide

There total 4 articles about 1-(Phenylsulfonyl)-1H-indole-2-carboxylic acid hydrazide 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:

1-(phenylsulfonyl)-1H-indole-2-carboxylic acid (40899-93-2) → 1-benzenesulfonyl-1H-indole-2-carboxylic acid hydrazide (540740-51-0)

Guidance literature:

1-(phenylsulfonyl)-1H-indole-2-carboxylic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 2h;

With hydrazine hydrate; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jm0211063

Reference yield:

2-carbethoxyindole (3770-50-1,117770-52-2) → 1-benzenesulfonyl-1H-indole-2-carboxylic acid hydrazide (540740-51-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: t-BuOK; 18-crown-6 / tetrahydrofuran / 0.25 h / 0 °C

1.2: 96 percent / tetrahydrofuran / 3.5 h / 20 °C

2.1: aq. KOH / tetrahydrofuran; ethanol / 4 h / 20 °C

3.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 2 h / 20 °C

3.2: NH₂NH₂*H₂O / tetrahydrofuran / 1 h / 20 °C

With potassium hydroxide; 18-crown-6 ether; potassium tert-butylate; 1,1'-carbonyldiimidazole; In tetrahydrofuran; ethanol;

DOI:10.1021/jm0211063

Reference yield:

ethyl 1-(phenylsulfonyl)-1H-indole-2-carboxylate (40899-92-1) → 1-benzenesulfonyl-1H-indole-2-carboxylic acid hydrazide (540740-51-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. KOH / tetrahydrofuran; ethanol / 4 h / 20 °C

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 2 h / 20 °C

2.2: NH₂NH₂*H₂O / tetrahydrofuran / 1 h / 20 °C

With potassium hydroxide; 1,1'-carbonyldiimidazole; In tetrahydrofuran; ethanol;

DOI:10.1021/jm0211063

upstream raw materials:

1-(phenylsulfonyl)-1H-indole-2-carboxylic acid

2-carbethoxyindole

ethyl 1-(phenylsulfonyl)-1H-indole-2-carboxylate

benzenesulfonyl chloride