1-[7-(Diethylamino)-3-coumarinylcarbonyl]imidazole

Base Information

• Chemical Name: 1-[7-(Diethylamino)-3-coumarinylcarbonyl]imidazole
• CAS No.: 261943-47-9
• Molecular Formula: C17H17 N3 O3
• Molecular Weight: 311.34
• DSSTox Substance ID: DTXSID10408159
• Nikkaji Number: J1.307.404F
• Wikidata: Q82213538
• Mol file: 261943-47-9.mol

Synonyms:261943-47-9;1-[7-(Diethylamino)-3-coumarinylcarbonyl]imidazole;7-(diethylamino)-3-(imidazole-1-carbonyl)chromen-2-one;7-(DIETHYLAMINO)COUMARIN-3-CARBOXYLIC;7-(Diethylamino)-3-(imidazol-1-ylcarbonyl)-1-benzopyran-2-one;7-Diethylaminocoumarin-3 carboxylic acid imidazolide;7-(Diethylamino)-3-(1H-imidazole-1-carbonyl)-2H-chromen-2-one;starbld0004501;SCHEMBL5950635;DTXSID10408159;MFCD04974573;J-100112

Chemical Property of 1-[7-(Diethylamino)-3-coumarinylcarbonyl]imidazole

Chemical Property:

• Boiling Point: 558.3±60.0 °C(Predicted)
• PKA: 2.80±0.10(Predicted)
• PSA: 68.34000
• Density: 1.26±0.1 g/cm3(Predicted)
• LogP: 2.52420
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 311.12699141
• Heavy Atom Count: 23
• Complexity: 501

Purity/Quality:

98.5% ^*data from raw suppliers

7-(Diethylamino)-3-(imidazol-1-ylcarbonyl)-1-benzopyran-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C1=CC2=C(C=C1)C=C(C(=O)O2)C(=O)N3C=CN=C3
• Uses: 7-(DIETHYLAMINO)COUMARIN-3-CARBOXYLIC is a flourescent reagent for use in circular dichroic exciton method for derivatisation of hydroxyl-groups under mild conditions. The absorption at 406 nm is futher in the red than for reagents like naphthoylimidazole. 7-(Diethylamino)-3-(imidazol-1-ylcarbonyl)-1-benzopyran-2-one is a reagent used to label of hydroxy compounds with fluorescent.

Technology Process of 1-[7-(Diethylamino)-3-coumarinylcarbonyl]imidazole

There total 2 articles about 1-[7-(Diethylamino)-3-coumarinylcarbonyl]imidazole 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: 68.0%

7-(diethylamino)coumarin-3-carboxylic acid (50995-74-9) + 1,1'-carbonyldiimidazole (530-62-1) → 1-(7-diethylaminocoumarin-3-carbonyl)imidazole (261943-47-9)

Guidance literature:

In dichloromethane; at 20 ℃; for 14h;

DOI:10.1021/ol005514h

Reference yield:

7-(diethylamino)coumarin-3-carboxylic acid (50995-74-9) → 1-(7-diethylaminocoumarin-3-carbonyl)imidazole (261943-47-9)

Guidance literature:

With 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 70 - 80 ℃; for 0.333333h;

DOI:10.1002/jhet.893

Reference yield: 78.0%

methyl 4,6-O-benzylidene-α-D-glucopyranoside (3162-96-7) + 1-(7-diethylaminocoumarin-3-carbonyl)imidazole (261943-47-9) → C42H44N2O12

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1021/ol005514h

upstream raw materials:

7-(diethylamino)coumarin-3-carboxylic acid

1,1'-carbonyldiimidazole

Downstream raw materials:

7-(diethylamino)-3-(3-phenyl-1,2,4-oxadiazol-5-yl)-2H-chromen-2-one

7-N,N-diethylamino-3-[3-(4-methoxyphenyl)-1,2,4-oxadiazol-5-yl]coumarin