6-CHLORO-4-HYDROXYCOUMARIN

Base Information

• Chemical Name: 6-CHLORO-4-HYDROXYCOUMARIN
• CAS No.: 19484-57-2
• Molecular Formula: C9H5ClO3
• Molecular Weight: 196.59
• Hs Code.: 29329900
• Mol file: 19484-57-2.mol

Synonyms:Coumarin,6-chloro-4-hydroxy- (6CI,8CI);4-Hydroxy-6-chlorochromen-2-one;4-Hydroxy-6-chlorocoumarin;6-Chloro-4-hydroxycoumarin;

Chemical Property of 6-CHLORO-4-HYDROXYCOUMARIN

Chemical Property:

• Appearance/Colour: Slightly beige crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 291 °C (dec.)(lit.)
• Refractive Index: 1.668
• Boiling Point: 392.613 °C at 760 mmHg
• PKA: 4.50±1.00(Predicted)
• Flash Point: 191.246 °C
• PSA: 50.44000
• Density: 1.585 g/cm³
• LogP: 2.15200
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

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

6-Chloro-4-hydroxycoumarin ^*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

Total 1 MSDS from other Authors

Useful:

• Uses: 6-Chloro-4-hydroxycoumarin may be employed for the synthesis of 5-alkylidene-4-chloro-5H-1,2,3-dithiazoles. It may be employed for the synthesis of 6-[(coumarinyl-1-aryl-propionyl]benzoxazinones.

Technology Process of 6-CHLORO-4-HYDROXYCOUMARIN

There total 16 articles about 6-CHLORO-4-HYDROXYCOUMARIN 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: 82.0%

5-chloro-2-hydroxyacetophenone (1450-74-4) + carbonic acid dimethyl ester (616-38-6) → 6-chloro-4-hydroxycoumarin (19484-57-2)

Guidance literature:

With sodium hydride; In toluene; for 4h; Reflux;

DOI:10.1016/j.tetlet.2017.01.084

Reference yield: 75.0%

5-chloro-2-hydroxyacetophenone (1450-74-4) + Diethyl carbonate (105-58-8,76619-83-5) → 6-chloro-4-hydroxycoumarin (19484-57-2)

Guidance literature:

5-chloro-2-hydroxyacetophenone; With sodium hydride; In toluene; mineral oil;

Diethyl carbonate; In toluene; mineral oil; Reflux;

With hydrogenchloride; In water;

DOI:10.1021/ja905756c

Reference yield: 75.0%

1-(3-chlorophenyl)-2-hydroxyethanone (67829-05-4) + Diethyl carbonate (105-58-8,76619-83-5) → 6-chloro-4-hydroxycoumarin (19484-57-2)

Guidance literature:

With sodium hydride; In toluene; mineral oil; for 1h; Reflux;

upstream raw materials:

bis(4-chlorophenyl) malonate

6-chloro-4H-chromen-4-one

6-chloro-2-(trichloromethyl)-4H-chromen-4-one

aluminium trichloride

Downstream raw materials:

C₂₀H₁₇ClO₅

2-amino-9-chloro-4-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-5-oxo-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile

2-amino-9-chloro-4-(5-chloro-1-(3-chlorophenyl)-3-methyl-1H-pyrazol-4-yl)-5-oxo-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile

Refernces

• 1、 Feng, Xi,Qin, Zhen,Cheng, Xinying,Liu, Dongyu,Peng, Yinghe,Huang, Huidan,Song, Bin,Bian, Jinlei,Li, Zhiyu. "Copper(II)-Catalyzed Tandem Reaction: Synthesis of Furo[3,2- c]coumarin Derivatives and Evaluation for Photophysical Properties". supporting information. p. 12537 - 12548. Retrieved 2021/09/20.
• 2、 Bhimapaka, China Raju,Karri, Shailaja,Kuncha, Madhusudana,Kurma, Siva Hariprasad,Sistla, Ramakrishna. "Synthesis and anti-inflammatory activity of 2-oxo-2H-chromenyl and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates". . . Retrieved 2020/06/22.