1H-indole-7-carbonitrile

Base Information

• Chemical Name: 1H-indole-7-carbonitrile
• CAS No.: 96631-87-7
• Molecular Formula: C9H6N2
• Molecular Weight: 408.219
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90447546
• Nikkaji Number: J3.261.992D
• Wikidata: Q72458382
• Mol file: 96631-87-7.mol

Synonyms:1H-indole-7-carbonitrile;7-Cyanoindole;96631-87-7;MFCD00800653;7-Cyano-1H-indole;indole-7-nitrile;7-cyanoindole, AldrichCPR;SCHEMBL1420318;DTXSID90447546;NTUHBYLZRBVHRS-UHFFFAOYSA-N;BCP27589;BBL102638;STL556441;AKOS005255107;CS-W002693;AC-22689;AS-11396;SY012219;AM20050414;FT-0647360;C-8860;EN300-219176;Z1198155196;2-Oxo-1-[4-(trifluoromethyl)benzyl]-1,2-dihydro-3-pyridinecarboxylicacid

Chemical Property of 1H-indole-7-carbonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 95-96 °C
• Refractive Index: 1.736
• Boiling Point: 350 °C at 760 mmHg
• PKA: 14.61±0.30(Predicted)
• Flash Point: 121.9 °C
• PSA: 39.58000
• Density: 1.24 g/cm³
• LogP: 2.03958
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 142.053098200
• Heavy Atom Count: 11
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

7-Cyanoindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-22
• Safety Statements: 22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)C#N)NC=C2
• Uses: 1H-Indole-7-carbonitrile is a chemical reagent used in the synthesis of triazole derivatives as anti-fungal agents. A reagent in the preparation of HIV-1 attachment inhibitors.

Technology Process of 1H-indole-7-carbonitrile

There total 4 articles about 1H-indole-7-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: 44.0%

trans-3-cyano-β-dimethylamino-2-nitrostyrene (114343-99-6) → 1H-indole-7-carbonitrile (96631-87-7) + β-(2-amino-3-cyanophenyl)ethylamine (96631-88-8) + di-(7-indolylmethyl)amine hydrochloride (96631-86-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; for 2h; under 2585.7 Torr; Product distribution; var.solvents - benzene, methanol;

Reference yield: 39.0%

7-cyano-3-iodoindole + benzenesulfonyl chloride (98-09-9) → 3-iodo-1-(phenylsulfonyl)-1H-indole-7-carbonitrile (96631-87-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 2.5h;

Reference yield: 26.0%

trans-3-cyano-β-dimethylamino-2-nitrostyrene (114343-99-6) → 1H-indole-7-carbonitrile (96631-87-7) + 7-carboxamidoindole (1670-89-9) + β-(2-amino-3-cyanophenyl)ethylamine (96631-88-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In benzene; for 2h; under 2585.7 Torr;

upstream raw materials:

trans-3-cyano-β-dimethylamino-2-nitrostyrene

C₁₂H₁₄F₃NO₃SSi

benzenesulfonyl chloride

Downstream raw materials:

1H-Indole-7-carboxylic acid

3-formyl-1-(4-toluenesulfonyl)-1H-indole-7-carbonitrile

trans-3-[7-cyano-1-(4-toluenesulfonyl)-1H-indol-3-yl]-N-methoxy-N-methylacrylamide

C₃₃H₃₁F₄N₇O

Refernces

• 1、 -. "AMINOPYRIMIDINE DERIVATIVES AS JNK INHIBITORS". Page/Page column 49. . Retrieved 2010/10/20.