1H-Indole-5-carbothioamide

Base Information

• Chemical Name: 1H-Indole-5-carbothioamide
• CAS No.: 114948-09-3
• Molecular Formula: C₉H₈N₂S
• Molecular Weight: 176.242
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30592029
• Nikkaji Number: J2.452.883I
• Wikidata: Q82485924
• Mol file: 114948-09-3.mol

Synonyms:1H-Indole-5-carbothioamide;114948-09-3;1H-INDOLE-5-CARBOTHIOIC ACID AMIDE;5-indole-thiocarboxamide;SCHEMBL3708430;DTXSID30592029;MOWDVBRNTWWNHD-UHFFFAOYSA-N;MFCD05662473;AKOS006291899;AB21770;DB-060651;CS-0268053;EN300-1843372;A894093

Chemical Property of 1H-Indole-5-carbothioamide

Chemical Property:

• PSA: 73.90000
• LogP: 2.50240
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 176.04081944
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

1H-Indole-5-carbothioamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CN2)C=C1C(=S)N

Technology Process of 1H-Indole-5-carbothioamide

There total 4 articles about 1H-Indole-5-carbothioamide 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: 92.8%

1H-indole-5-carbonitrile (15861-24-2,142396-06-3) → 5-Thiocarbamoyl-indol (114948-09-3)

Guidance literature:

1H-indole-5-carbonitrile; With sodium hydrogen sulfide; magnesium chloride; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

With hydrogenchloride; In water; N,N-dimethyl-formamide; for 0.5h;

Reference yield: 91.0%

SD-169 (1670-87-7) → 5-Thiocarbamoyl-indol (114948-09-3)

Guidance literature:

With Lawessons reagent; In tetrahydrofuran; for 3h; Reflux;

Reference yield:

1H-Indole-5-carboxylic acid (1670-81-1,142396-03-0) → 5-Thiocarbamoyl-indol (114948-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; ammonium chloride; triethylamine / N,N-dimethyl-formamide

2: Lawessons reagent / tetrahydrofuran / Reflux

With Lawessons reagent; ammonium chloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2015.01.055

upstream raw materials:

1H-indole-5-carbonitrile

SD-169

1H-Indole-5-carboxylic acid

Refernces

• 1、 -. "NOVEL COMPOUNDS EFFECTIVE AS XANTHINE OXIDASE INHIBITORS, METHOD FOR PREPARING THE SAME, AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME". Paragraph 394-399. . Retrieved 2010/09/03.