6-bromo-1H-indole-3-carbonitrile

Base Information

• Chemical Name: 6-bromo-1H-indole-3-carbonitrile
• CAS No.: 224434-83-7
• Molecular Formula: C9H5BrN2
• Molecular Weight: 221.056
• Hs Code.: 2933990090
• European Community (EC) Number: 851-601-7
• DSSTox Substance ID: DTXSID50466910
• Nikkaji Number: J1.390.823K
• Wikidata: Q72453841
• Mol file: 224434-83-7.mol

Synonyms:6-bromo-1H-indole-3-carbonitrile;224434-83-7;6-BROMO-3-CYANOINDOLE;6-BROMO-3-CYANO-1H-INDOLE;SCHEMBL578797;AMY2824;DTXSID50466910;PUBXTAVHPDZLBK-UHFFFAOYSA-N;BCP10412;ZIA43483;6-bromo-1-H-indole-3-carbonitrile;MFCD10700148;AKOS016001325;DS-15692;FT-0687190;A1-09422;J-014722

Chemical Property of 6-bromo-1H-indole-3-carbonitrile

Chemical Property:

• Boiling Point: 405.939 °C at 760 mmHg
• PKA: 13.68±0.30(Predicted)
• Flash Point: 199.305 °C
• PSA: 39.58000
• Density: 1.74 g/cm³
• LogP: 2.80208
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3
• 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

6-Bromo-3-cyanoindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)NC=C2C#N

Technology Process of 6-bromo-1H-indole-3-carbonitrile

There total 8 articles about 6-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: 99.0%

6-bromo-1H-indole (52415-29-9) + isocyanate de chlorosulfonyle (1189-71-5) → 6-bromo-1H-indole-3-carbonitrile (224434-83-7)

Guidance literature:

In N,N-dimethyl-formamide; at -50 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.jafc.8b00507

Reference yield: 99.0%

6-bromo-1H-indole (52415-29-9) + chlorosulfonamide isocyanate → 6-bromo-1H-indole-3-carbonitrile (224434-83-7)

Guidance literature:

In N,N-dimethyl-formamide; at -50 - 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/acs.jafc.9b04093

Reference yield: 89.0%

4-isoxazoleboronic acid pinacol ester (928664-98-6) → 6-bromo-1H-indole-3-carbonitrile (224434-83-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride; In water; dimethyl sulfoxide; at 130 ℃; for 16h; Inert atmosphere; Sealed tube;

DOI:10.1039/d0cc05439a

upstream raw materials:

6-bromo-1H-indole-3-carbaldehyde

3-cyano-1H-indole

6-bromo-1H-indole

C₉H₇BrN₂O

Downstream raw materials:

nortopsentine B

nortopsentin A