1-(3-bromopropyl)-1H-indole-2,3-dione

Base Information

• Chemical Name: 1-(3-bromopropyl)-1H-indole-2,3-dione
• CAS No.: 320741-36-4
• Molecular Formula: C₁₁H₁₀BrNO₂
• Molecular Weight: 268.11
• DSSTox Substance ID: DTXSID60365480
• Wikidata: Q82150190
• ChEMBL ID: CHEMBL1760525
• Mol file: 320741-36-4.mol

Synonyms:320741-36-4;1-(3-bromopropyl)-1H-indole-2,3-dione;1-(3-Bromopropyl)indoline-2,3-dione;1-(3-bromopropyl)indole-2,3-dione;CHEMBL1760525;DTXSID60365480;STK738253;AKOS002183525;EU-0000776;FT-0644415;1-(3-bromopropyl)-2,3-dihydro-1H-indole-2,3-dione

Chemical Property of 1-(3-bromopropyl)-1H-indole-2,3-dione

Chemical Property:

• Vapor Pressure: 3.61E-06mmHg at 25°C
• Refractive Index: 1.615
• Boiling Point: 386.2°C at 760 mmHg
• Flash Point: 187.3°C
• PSA: 37.38000
• Density: 1.578g/cm³
• LogP: 2.06590
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 266.98949
• Heavy Atom Count: 15
• Complexity: 280

Purity/Quality:

1-(3-BROMOPROPYL)-1H-INDOLE-2,3-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C(=O)N2CCCBr

Technology Process of 1-(3-bromopropyl)-1H-indole-2,3-dione

There total 2 articles about 1-(3-bromopropyl)-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: 83.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + 1,3-dibromo-propane (109-64-8) → 1-(2-bromopropyl)-1H-indole-2,3-dione (320741-36-4)

Guidance literature:

indole-2,3-dione; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

1,3-dibromo-propane; In N,N-dimethyl-formamide; at 20 ℃; for 30h; Reagent/catalyst;

DOI:10.1007/s12039-020-01791-4

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + 1.3-chlorobromopropane (109-70-6) → 1-(3-chloropropyl)-1H-indol-2,3-dione (75590-65-7) + 1-(2-bromopropyl)-1H-indole-2,3-dione (320741-36-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; Title compound not separated from byproducts;

DOI:10.1007/BF00513261

Reference yield: 81.0%

sodium 4-(3,4-dichlorophenyl)piperazine-1-carbodithioate (1052539-36-2) + 1-(2-bromopropyl)-1H-indole-2,3-dione (320741-36-4) → 2-(2,3-dioxoindolin-1-yl)propyl 4-(3,4-dichlorophenyl)piperazine-1-carbodithioate (1422039-30-2)

Guidance literature:

In ethanol; at 65 - 67 ℃; for 8.2h; Temperature; Time;

DOI:10.1007/s00044-013-0472-0

upstream raw materials:

indole-2,3-dione

1.3-chlorobromopropane

1,3-dibromo-propane

Downstream raw materials:

C₂₄H₂₀BrN₅O₂

2-(2,3-dioxoindolin-1-yl)propyl 4-(3,4-dichlorophenyl)piperazine-1-carbodithioate

C₁₈H₁₄BrN₅O₃S