7-(Dimethylamino)-4-methylcoumarin

Base Information

• Chemical Name: 7-(Dimethylamino)-4-methylcoumarin
• CAS No.: 87-01-4
• Deprecated CAS: 61902-26-9
• Molecular Formula: C12H13 N O2
• Molecular Weight: 203.241
• Hs Code.: 2932209090
• European Community (EC) Number: 201-717-3
• NSC Number: 408145
• UNII: TOS1492Q9O
• DSSTox Substance ID: DTXSID6041422
• Nikkaji Number: J48.492J
• Wikidata: Q27290094
• Metabolomics Workbench ID: 74257
• ChEMBL ID: CHEMBL3186529
• Mol file: 87-01-4.mol

Synonyms:7-dimethylamino-4-methylcoumarin;MAM-C-7

Chemical Property of 7-(Dimethylamino)-4-methylcoumarin

Chemical Property:

• Vapor Pressure: 1.24E-05mmHg at 25°C
• Melting Point: 144-146°C
• Refractive Index: 1.5260 (estimate)
• Boiling Point: 368.9oC at 760 mmHg
• PKA: 1.91±0.20(Predicted)
• Flash Point: 153.2oC
• PSA: 33.45000
• Density: 1.174g/cm3
• LogP: 2.16740
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 203.094628657
• Heavy Atom Count: 15
• Complexity: 296

Purity/Quality:

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

7-(Dimethylamino)-4-methylcoumarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-36/37/39-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)N(C)C

Technology Process of 7-(Dimethylamino)-4-methylcoumarin

There total 8 articles about 7-(Dimethylamino)-4-methylcoumarin 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: 86.0%

N,N-dimethylammonium chloride (506-59-2) + 4-methyl-2-oxo-2H-benzopyran-7-yltrifluoromethanesulfonate (878672-65-2) → 7-dimethylamino-4-methyl-chromen-2-one (87-01-4)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; XPhos; In 1,4-dioxane; at 100 ℃; for 4h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01414

Reference yield: 74.0%

7-amino-4-methylcoumarin. (26093-31-2) + methyl iodide (74-88-4) → 7-dimethylamino-4-methyl-chromen-2-one (87-01-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 6h;

DOI:10.1002/anie.201915744

Reference yield: 61.0%

ethyl acetate (141-78-6) + 3-Dimethylaminophenol (99-07-0) → 7-dimethylamino-4-methyl-chromen-2-one (87-01-4)

Guidance literature:

With zinc(II) chloride; In ethanol; for 20h; Inert atmosphere; Reflux;

DOI:10.1021/acs.joc.1c00907

upstream raw materials:

ethyl acetoacetate

3-Dimethylaminophenol

7-amino-4-methylcoumarin.

methyl iodide

Downstream raw materials:

3-Dimethylaminophenol

1-(4-(dimethylamino)-2-hydroxyphenyl)ethanone

Refernces

• 1、 Asbury, John B.,Hoelzel, Conner A.,Hu, Hang,Jung, Kwan Ho,Karim, Basel A.,Li, Xiaosong,Liu, Yu,Munson, Kyle T.,Wolstenholme, Charles H.,Yennawar, Hemant P.,Zhang, Han,Zhang, Xin. "A General Strategy to Enhance Donor-Acceptor Molecules Using Solvent-Excluding Substituents". supporting information. p. 4785 - 4792. Retrieved 2020/02/11.
• 2、 Zhou, Junliang,Lin, Xianfeng,Ji, Xin,Xu, Shuang,Liu, Chang,Dong, Xiaochun,Zhao, Weili,Zhao, Weili. "Azetidine-Containing Heterospirocycles Enhance the Performance of Fluorophores". supporting information. p. 4413 - 4417. Retrieved 2020/06/05.