7-Bromo-1H-indole-3-carbonitrile

Base Information

• Chemical Name: 7-Bromo-1H-indole-3-carbonitrile
• CAS No.: 1043601-50-8
• Molecular Formula: C9H5BrN2
• Molecular Weight: 221.05300
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID10697465
• Wikidata: Q82627371
• ChEMBL ID: CHEMBL5174603
• Mol file: 1043601-50-8.mol

Synonyms:7-BROMO-1H-INDOLE-3-CARBONITRILE;1043601-50-8;7-bromoindole-3-carbonitrile;CHEMBL5174603;1H-Indole-3-carbonitrile, 7-bromo-;DTXSID10697465;BDBM50597838;F18698;A896238

Chemical Property of 7-Bromo-1H-indole-3-carbonitrile

Chemical Property:

• PSA: 39.58000
• LogP: 2.80208
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 219.96361
• Heavy Atom Count: 12
• Complexity: 220

Purity/Quality:

97% ^*data from raw suppliers

7-Bromo-1H-indole-3-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)Br)NC=C2C#N

Technology Process of 7-Bromo-1H-indole-3-carbonitrile

There total 3 articles about 7-Bromo-1H-indole-3-carbonitrile 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: 63.0%

7-bromo-1H-indole (51417-51-7) + N?cyanosuccinimide (135205-66-2) → 7-bromo-1H-indole-3-carbonitrile (1043601-50-8)

Guidance literature:

With gallium(III) trichloride; In acetonitrile; at 80 ℃; for 12h; regioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.9b00416

Reference yield: 45.0%

2-(7-bromo-1H-indol-3-yl)-2-oxoacetic acid → 7-bromo-1H-indole-3-carbonitrile (1043601-50-8)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In ethanol; water; Reflux;

DOI:10.3390/molecules23020064

Reference yield:

7-bromo-1H-indole (51417-51-7) → 7-bromo-1H-indole-3-carbonitrile (1043601-50-8)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 6 h / 20 °C

2: hydroxylamine hydrochloride; sodium acetate / ethanol; water / Reflux

With hydroxylamine hydrochloride; sodium acetate; In diethyl ether; ethanol; water;

DOI:10.3390/molecules23020064

upstream raw materials:

7-bromo-1H-indole

N?cyanosuccinimide