6-Cyanooxindole

Base Information

• Chemical Name: 6-Cyanooxindole
• CAS No.: 199327-63-4
• Molecular Formula: C9H6N2O
• Molecular Weight: 158.15
• Hs Code.: 2933790090
• European Community (EC) Number: 640-471-5
• DSSTox Substance ID: DTXSID40378396
• Wikidata: Q82167910
• Mol file: 199327-63-4.mol

Synonyms:6-Cyanooxindole;199327-63-4;2-oxoindoline-6-carbonitrile;6-Cyano-2-oxindole;2-oxo-1,3-dihydroindole-6-carbonitrile;2-Oxo-2,3-dihydro-1H-indole-6-carbonitrile;MFCD02179606;1H-Indole-6-carbonitrile, 2,3-dihydro-2-oxo-;2-Oxo-6-indolinecarbonitrile;SCHEMBL1795090;DTXSID40378396;NDVUETYYXRFYKO-UHFFFAOYSA-N;6-cyano-1,3-dihydro-indol-2-one;AKOS006230623;AB11389;AC-3339;FS-3577;AM807144;BL003636;SY004440;CS-0130365;FT-0657920;EN300-177028;A814091;W-206472;Z1201621656

Chemical Property of 6-Cyanooxindole

Chemical Property:

• Vapor Pressure: 1.19E-05mmHg at 25°C
• Refractive Index: 1.632
• Boiling Point: 369.4 °C at 760 mmHg
• Flash Point: 177.2 °C
• PSA: 52.89000
• Density: 1.33 g/cm³
• LogP: 1.19088
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 158.048012819
• Heavy Atom Count: 12
• Complexity: 253

Purity/Quality:

98%min ^*data from raw suppliers

2-Oxoindoline-6-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C2=C(C=C(C=C2)C#N)NC1=O

Technology Process of 6-Cyanooxindole

There total 8 articles about 6-Cyanooxindole 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: 89.0%

methyl 2-(2-amino-4-cyanophenyl)acetate (652997-62-1) → 6-cyano-1,3-dihydro-indol-2-one (199327-63-4)

Guidance literature:

With acetic acid; at 95 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acsmedchemlett.7b00164

Reference yield: 86.0%

2-(4-cyano-2-nitrophenyl)acetic acid methyl ester (651747-70-5) → 6-cyano-1,3-dihydro-indol-2-one (199327-63-4)

Guidance literature:

2-(4-cyano-2-nitrophenyl)acetic acid methyl ester; With hydrogen; In methanol; at 20 ℃; for 4h; under 2275.51 Torr;

With acetic acid; at 100 ℃; for 0.5h;

DOI:10.1021/jm900431g

Reference yield: 85.0%

→ 6-cyano-1,3-dihydro-indol-2-one (199327-63-4)

Guidance literature:

upstream raw materials:

dicyanozinc

6-bromo-2,3-dihydro-1H-indole-2-one

2-(4-cyano-2-nitrophenyl)acetic acid methyl ester

zinc(II) cyanide

Downstream raw materials:

(E)-1-acetyl-6-cyano-3-(ethoxy-phenyl-methylene)-indolin-2-one

2-hydroxy-3-{5-[(3-oxopiperazin-1-yl)methyl]pyridin-2-yl}-1H-indole-6-carbonitrile hydrochloride

Refernces

• 1、 -. "OXINDOLE COMPOUNDS CARRYING A NITROGEN-BOUND SPIRO SUBSTITUENT AND USE THEREOF FOR TREATING VASOPRESSIN-RELATED DISEASES". Page/Page column 69. . Retrieved 2015/12/18.
• 2、 -. "HETERO COMPOUND". Page/Page column 24. . Retrieved 2009/01/24.