6,8-Dichloro-4-oxo-4H-chromene-3-carbaldehyde

Base Information

• Chemical Name: 6,8-Dichloro-4-oxo-4H-chromene-3-carbaldehyde
• CAS No.: 64481-10-3
• Molecular Formula: C10H4Cl2O3
• Molecular Weight: 243.046
• Hs Code.: 29329900
• European Community (EC) Number: 800-280-1
• DSSTox Substance ID: DTXSID60334858
• Nikkaji Number: J1.794.601C
• Wikidata: Q82100903
• Metabolomics Workbench ID: 73922
• ChEMBL ID: CHEMBL85493
• Mol file: 64481-10-3.mol

Synonyms:64481-10-3;6,8-Dichloro-4-oxo-4H-chromene-3-carbaldehyde;6,8-Dichloro-3-formylchromone;6,8-dichloro-4-oxochromene-3-carbaldehyde;6,8-Dichlorochromone-3-carboxaldehyde;CHEMBL85493;6,8-Dichloro-4-oxo-4H-1-benzopyran-3-carboxaldehyde;SCHEMBL5708656;4H-1-Benzopyran-3-carboxaldehyde, 6,8-dichloro-4-oxo-;6,8-dichlorochromon-3-aldehyde;DTXSID60334858;BDBM50131071;MFCD00051510;STK397859;AKOS000271054;UPCMLD0ENAT0516-4421:001;6,8-dichloro-4-oxo-chromene-3-carbaldehyde;CS-0454535;D4388;FT-0620875;FT-0632735;FT-0686398;EN300-17286;3-Formyl-6,8-dichloro-4H-1-benzopyran-4-one;9C-091;T71175;A834765;6,8-Dichloro-4-oxo-4H-chromene-3-carbaldehyde #;Z56910409;4H-1-Benzopyran-3-carboxaldehyde,6,8-dichloro-4-oxo-;F2106-0154;6,8-Dichloro-4-oxo-4H-chromene-3-carbaldehyde, AldrichCPR

Chemical Property of 6,8-Dichloro-4-oxo-4H-chromene-3-carbaldehyde

Chemical Property:

• Appearance/Colour: light yellow crystalline powder
• Vapor Pressure: 1.67E-06mmHg at 25°C
• Melting Point: 169-174 °C
• Refractive Index: 1.698
• Boiling Point: 396.7 °C at 760 mmHg
• Flash Point: 180.5 °C
• PSA: 47.28000
• Density: 1.669 g/cm³
• LogP: 2.91230
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 241.9537494
• Heavy Atom Count: 15
• Complexity: 327

Purity/Quality:

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

6,8-Dichloro-4-oxo-4H-chromene-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C2=C1C(=O)C(=CO2)C=O)Cl)Cl

Technology Process of 6,8-Dichloro-4-oxo-4H-chromene-3-carbaldehyde

There total 4 articles about 6,8-Dichloro-4-oxo-4H-chromene-3-carbaldehyde 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: 93.0%

1-(3,5-dichloro-2-hydroxyphenyl)-ethanone (3321-92-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 6,8-dichloro-3-formylchromone (64481-10-3)

Guidance literature:

N,N-dimethyl-formamide; With bis(trichloromethyl) carbonate; In 1,2-dichloro-ethane; at 0 - 20 ℃;

1-(3,5-dichloro-2-hydroxyphenyl)-ethanone; In 1,2-dichloro-ethane; at 0 - 20 ℃; for 4.5h; Further stages.;

DOI:10.1080/00304940709458601

Reference yield: 90.0%

acetoxy(6,8-dichloro-4-oxo-4H-chromen-3-yl)methyl acetate (875290-26-9) → 6,8-dichloro-3-formylchromone (64481-10-3)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; at 70 ℃; for 2h;

Reference yield: 77.0%

3-(3,5-Dichloro-2-hydroxy-phenyl)-3-oxo-propionaldehyde + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 6,8-dichloro-3-formylchromone (64481-10-3)

Guidance literature:

With trichlorophosphate; for 24h; Ambient temperature;

upstream raw materials:

N,N-dimethyl-formamide

1-(3,5-dichloro-2-hydroxyphenyl)-ethanone

acetoxy(6,8-dichloro-4-oxo-4H-chromen-3-yl)methyl acetate

2,4-dichlorophenol

Downstream raw materials:

6-(cyclohexylamino)-5-(6,8-dichloro-4-oxo-4H-chromen-3-yl)-1,3-dimethylfuro[2,3-d]pyrimidine-2,4(1H,3H)-dione

C₁₃H₁₃Cl₂NO₂

(3,5-dichloro-2-hydroxyphenyl)(7-isopropyl-2-methyl-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)methanone

(7-(tert-butyl)-2-methyl-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)(3,5-dichloro-2-hydroxyphenyl)methanone

Refernces

• 1、 Nazreen, Syed,Alam, Mohammad Sarwar,Hamid, Hinna,Yar, Mohammad Shahar,Dhulap, Abhijeet,Alam, Perwez,Pasha,Bano, Sameena,Alam, Mohammad Mahboob,Haider, Saqlain,Kharbanda, Chetna,Ali, Yakub,Pillai. "Thiazolidine-2,4-diones derivatives as PPAR-γ agonists: Synthesis, molecular docking, in vitro and in vivo antidiabetic activity with hepatotoxicity risk evaluation and effect on PPAR-γ gene expression". . p. 3034 - 3042. Retrieved 2014/06/24.
• 2、 Su,Li,Zhao. "One-pot synthesis of 3-formylchromones from bis-(trichloromethyl) carbonate/DMF". . p. 495 - 502. Retrieved 2008/02/13.