6-Ethyl-3-formylchromone

Base Information

• Chemical Name: 6-Ethyl-3-formylchromone
• CAS No.: 42059-78-9
• Molecular Formula: C12H10O3
• Molecular Weight: 202.21
• Hs Code.: 2914400090
• European Community (EC) Number: 623-597-5
• DSSTox Substance ID: DTXSID10374522
• Nikkaji Number: J1.895.454K
• Wikidata: Q82163141
• Metabolomics Workbench ID: 73941
• Mol file: 42059-78-9.mol

Synonyms:6-Ethyl-3-formylchromone;42059-78-9;6-ethyl-4-oxo-4H-chromene-3-carbaldehyde;6-ethyl-4-oxochromene-3-carbaldehyde;MFCD00192155;6-ethyl-3-formyl chromone;6-Ethyl-4-oxo-4H-1-benzopyran-3-carboxaldehyde;SCHEMBL1997471;6-Ethylchromone-3-carboxaldehyde;DTXSID10374522;6-Ethyl-3-formylchromone, 98%;STL191076;AKOS000268942;UPCMLD0ENAT5522482:001;BS-42269;CS-0296729;EN300-22561;4-Oxo-6-ethyl-4H-1-benzopyran-3-carbaldehyde;A825740;Z147646886

Chemical Property of 6-Ethyl-3-formylchromone

Chemical Property:

• Vapor Pressure: 7.1E-05mmHg at 25°C
• Melting Point: 108-110 °C(lit.)
• Refractive Index: 1.643
• Boiling Point: 343.3 °C at 760 mmHg
• Flash Point: 153.3 °C
• PSA: 47.28000
• Density: 1.308 g/cm³
• LogP: 2.16790
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 202.062994177
• Heavy Atom Count: 15
• Complexity: 306

Purity/Quality:

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

6-Ethyl-3-formylchromone ^*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: CCC1=CC2=C(C=C1)OC=C(C2=O)C=O
• Uses: 6-Ethyl-3-formylchromone is the suitable reagent used in the synthesis of uridine-based library. It may be used in the synthesis of ethyl 3-acetyl-5-(5-ethyl-2-hydroxybenzoyl)-2-hydroxybenzoate.

Technology Process of 6-Ethyl-3-formylchromone

There total 4 articles about 6-Ethyl-3-formylchromone 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: 20.0%

3-ethyl-6-hydroxyacetophenone (24539-92-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 6-ethyl-4-oxo-4H-1-benzopyran-3-carboxaldehyde (42059-78-9)

Guidance literature:

With trichlorophosphate; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2013.04.003

Reference yield:

4-Ethylphenol (123-07-9) → 6-ethyl-4-oxo-4H-1-benzopyran-3-carboxaldehyde (42059-78-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sulfuric acid / 0.17 h / 20 °C

2.1: aluminum (III) chloride / 6 h / 120 °C

2.2: Cooling

3.1: trichlorophosphate / 0 - 20 °C

With aluminum (III) chloride; sulfuric acid; trichlorophosphate; 2.1: |Fries Phenol Ester Rearrangement / 2.2: |Fries Phenol Ester Rearrangement / 3.1: |Vilsmeier-Haack Formylation;

DOI:10.1016/j.bmc.2013.04.003

Reference yield:

p-ethylphenyl acetate (3245-23-6,746657-65-8) → 6-ethyl-4-oxo-4H-1-benzopyran-3-carboxaldehyde (42059-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aluminum (III) chloride / 6 h / 120 °C

1.2: Cooling

2.1: trichlorophosphate / 0 - 20 °C

With aluminum (III) chloride; trichlorophosphate; 1.1: |Fries Phenol Ester Rearrangement / 1.2: |Fries Phenol Ester Rearrangement / 2.1: |Vilsmeier-Haack Formylation;

DOI:10.1016/j.bmc.2013.04.003

upstream raw materials:

4-Ethylphenol

p-ethylphenyl acetate

3-ethyl-6-hydroxyacetophenone

N,N-dimethyl-formamide

Downstream raw materials:

ethyl 3-chloro-5-(5-ethyl-2-hydroxybenzoyl)-2-hydroxybenzoate

3-bromo-N′-((6-ethyl-4-oxo-4H-chromen-3-yl)methylene)benzohydrazide

6-ethyl-3-(hydroxymethyl)-4H-chromen-4-one

6-ethyl-3-((4-(2-isopropylphenyl)-5,6-dihydropyridin-1(2H)-yl)methyl)-4H-chromen-4-one

Refernces

• 1、 Zhu, Wufu,Chen, Chen,Sun, Chengyu,Xu, Shan,Wu, Chunjiang,Lei, Fei,Xia, Hui,Tu, Qidong,Zheng, Pengwu. "Design, synthesis and docking studies of novel thienopyrimidine derivatives bearing chromone moiety as mTOR/PI3Kα inhibitors". . p. 64 - 73. Retrieved 2015/02/19.
• 2、 -. "Chromonealdehyde compounds and process for the production thereof". . . Retrieved 2008/06/13.