Indoline-2-thione

Base Information

• Chemical Name: Indoline-2-thione
• CAS No.: 496-30-0
• Molecular Formula: C8H7 N S
• Molecular Weight: 149.216
• Hs Code.: 2933998090
• European Community (EC) Number: 692-228-8
• DSSTox Substance ID: DTXSID20197921
• Nikkaji Number: J401.797H
• ChEMBL ID: CHEMBL1345979
• Mol file: 496-30-0.mol

Synonyms:indoline-2-thione;496-30-0;2-INDOLINETHIONE;1,3-dihydroindole-2-thione;1,3-Dihydro-indole-2-thione;Benzazoline-2-thione;2,3-dihydro-1H-indole-2-thione;1,3-Dihydro-2H-indole-2-thione;BRN 0002992;MLS000770190;SMR000343599;2-indolinthione;Indolin-2-thione;2-mercaptobenzazolen;2H-Indole-2-thione;1,3-dihydroindol-2-thione;SCHEMBL88685;SCHEMBL9924581;CHEMBL1345979;BDBM63662;cid_3032310;DTXSID20197921;IGJWTYFTQNHSEK-UHFFFAOYSA-N;HMS1780G14;HMS2744C03;AMY32484;MFCD00129941;AKOS001081148;AS-5567;SB64856;NCGC00246173-01;LS-83480;2H-Indole-2-thione, 1,3-dihydro- (9CI);CS-0309363;FT-0682765;EN300-17841;F30120

Chemical Property of Indoline-2-thione

Chemical Property:

• Vapor Pressure: 0.0322mmHg at 25°C
• Boiling Point: 243.4 °C at 760 mmHg
• Flash Point: 101 °C
• PSA: 44.12000
• Density: 1.27 g/cm³
• LogP: 2.12000
• Solubility.: Dichloromethane + Methanol, DMSO
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 149.02992040
• Heavy Atom Count: 10
• Complexity: 155

Purity/Quality:

98%, ^*data from raw suppliers

Indoline-2-thione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C2=CC=CC=C2NC1=S
• General Description: 1,3-Dihydro-2H-indole-2-thione (also known as 2-indolinethione, benzazoline-2-thione, or indole-2(3H)-thione) is a versatile intermediate in organic synthesis, particularly in the formation of sulfur-containing heterocycles. It can be synthesized via the reaction of oxindole with P₂S₅ followed by condensation with aromatic aldehydes or through lithiation routes. 1,3-DIHYDRO-2H-INDOLE-2-THIONE reacts with elemental sulfur to form pentathiepinoindoles and can undergo cyclization with dienophiles to yield benzothiopyranoindoles. Additionally, it reacts with oxalyl chloride to form thieno[2,3-b]indole-2,3-diones, which can further undergo ring expansion with diazomethane to produce thiopyrano derivatives. Its reactivity highlights its utility in constructing complex sulfur- and nitrogen-containing heterocyclic frameworks.

Technology Process of Indoline-2-thione

There total 13 articles about Indoline-2-thione 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: 92.0%

2-oxoindole (59-48-3) → indolin-2-thione (496-30-0)

Guidance literature:

With tetraphosphorus decasulfide; sodium hydrogencarbonate; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1021/jo0479866

Reference yield: 92.0%

→ indolin-2-thione (496-30-0)

Guidance literature:

Reference yield: 78.0%

1-hydroxyindole (3289-82-5) + phosphorous pentasulfide → indolin-2-thione (496-30-0)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; benzene;

upstream raw materials:

2-oxoindole

S-Ethynyl-N-phenyl-thiohydroxylamine

indole

indole-2,3-dione

Downstream raw materials:

indole

3-ethyl-1H-indole

brassilexin

indole-2,3-dione