3-Cyano-6-methylchromone

Base Information

• Chemical Name: 3-Cyano-6-methylchromone
• CAS No.: 50743-18-5
• Molecular Formula: C11H7NO2
• Molecular Weight: 185.182
• Hs Code.: 2926909090
• European Community (EC) Number: 622-181-0
• DSSTox Substance ID: DTXSID10350962
• Nikkaji Number: J1.915.376B
• Wikidata: Q82127033
• Metabolomics Workbench ID: 73918
• Mol file: 50743-18-5.mol

Synonyms:3-Cyano-6-methylchromone;50743-18-5;6-METHYL-4-OXO-4H-CHROMENE-3-CARBONITRILE;6-methylchromone-3-carbonitrile;6-methyl-4-oxochromene-3-carbonitrile;6-Methyl-4-oxo-4H-1-benzopyran-3-carbonitrile;MFCD00191962;4H-1-Benzopyran-3-carbonitrile, 6-methyl-4-oxo-;SCHEMBL13978657;DTXSID10350962;3-Cyano-6-methylchromone, 99%;AKOS016365224;BS-48825;CS-0152905;FT-0639939;M2459;D91601;A828277

Chemical Property of 3-Cyano-6-methylchromone

Chemical Property:

• Vapor Pressure: 0.000559mmHg at 25°C
• Melting Point: 151-153 °C (lit.)
• Refractive Index: 1.606
• Boiling Point: 311.6 °C at 760 mmHg
• Flash Point: 135.2 °C
• PSA: 54.00000
• Density: 1.29 g/cm³
• LogP: 1.97308
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 185.047678466
• Heavy Atom Count: 14
• Complexity: 336

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Cyano-6-methylchromone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)OC=C(C2=O)C#N

Technology Process of 3-Cyano-6-methylchromone

There total 5 articles about 3-Cyano-6-methylchromone 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: 77.0%

<(chlorosulfinyloxy)methylene>dimethylammonium chloride (25575-32-0) + 6-methyl-4-oxo-4H-chromene-3-carbaldehyde oxime → 6-methyl-4-oxo-4H-1-benzopyran-3-carbonitrile (50743-18-5)

Guidance literature:

In dichloromethane; at 0 - 20 ℃;

DOI:10.1515/HC.2004.10.4-5.279

Reference yield: 67.0%

3-formyl-6-methylchromone (42059-81-4) → 6-methyl-4-oxo-4H-1-benzopyran-3-carbonitrile (50743-18-5)

Guidance literature:

With hydroxylamine hydrochloride; sodium iodide; In acetonitrile; for 2h; Heating;

DOI:10.1080/00304940409355968

Reference yield:

C11H9NO2 → 6-methyl-4-oxo-4H-1-benzopyran-3-carbonitrile (50743-18-5)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; at 20 ℃;

DOI:10.1021/ol100424y

upstream raw materials:

3-formyl-6-methylchromone

<(chlorosulfinyloxy)methylene>dimethylammonium chloride

5-methyl-2-hydroxyacetophenone

N,N-dimethyl-formamide

Downstream raw materials:

ethyl 2-amino-7-methyl-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxylate

2-amino-6-methylchromone-3-carbaldehyde N-phenylhydrazone

2-(4-methoxyphenyl)-7-methyl-5H-chromeno[2,3-d]pyrimidin-5-one

ethyl 7-methyl-2-phenyl-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxylate

Refernces

• 1、 Meng, Ling,Chang, Xiaoyong,Lin, Zhenyang,Wang, Jun (Joelle). "Metal-free access to 3-allyl-2-alkoxychromanonesviaphosphine-catalyzed alkoxy allylation of chromones with MBH carbonates and alcohols". supporting information. p. 2663 - 2667. Retrieved 2021/04/07.
• 2、 Jagath Reddy,Latha,Srinivasa Rao. "A mild and facile method for the synthesis of 3-cyano-chromones from oximes derived from 3-formylchromones using dimethylformamide-thionylchloride complex". . p. 279 - 282. Retrieved 2007/10/03.