245072-50-8

Basic information

• Product Name: 3-(1,3-benzothiazol-2-yl)-6-methoxy-2H-chromen-2-one
• Synonyms: 3-(1,3-benzothiazol-2-yl)-6-methoxy-2H-chromen-2-one
• CAS NO: 245072-50-8
• Molecular Formula: C17H11NO3S
• Molecular Weight: 309.33914
• Mol File: 245072-50-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(1,3-benzothiazol-2-yl)-6-methoxy-2H-chromen-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1,3-benzothiazol-2-yl)-6-methoxy-2H-chromen-2-one(245072-50-8)
• EPA Substance Registry System: 3-(1,3-benzothiazol-2-yl)-6-methoxy-2H-chromen-2-one(245072-50-8)

Safety Data

• Hazardous Substances Data: 245072-50-8(Hazardous Substances Data)

Upstream product

• 71586-41-9 2-Imino-6-methoxy-2H-chromene-3-carboxylic acid amide 
• 137-07-5 2-amino-benzenethiol 
• 95-16-9 1,3-Benzothiazole 
• 1144500-79-7 3-benzothiazol-2-yl-6-hydroxycoumarin 
• 74-88-4 methyl iodide 
• 1194-98-5 2,5-Dihydroxybenzaldehyde 
• 29182-42-1 ethyl 2-(2-benzothiazolyl)acetate 
• 41459-71-6 ethyl 6-methoxycoumarin-3-carboxylate 
• 672-13-9 2-hydroxy-5-methoxybenzaldehyde 
• 56278-50-3 2-cyanomethylbenzothiazole 

Relevant articles and documents

Tailoring C-6-Substituted Coumarin Scaffolds for Novel Photophysical Properties and Stimuli-Responsive Chromism

A judicious strategy was utilized to envision the substantial regio-positional effects of substituents on the photophysical properties of the 2H-chromen-2-one-3-benzothiazole scaffold-based push-pull framework, named 6-X-CUMs. Among them, 6-NEt2-CUM reveals prominent excited-state intramolecular charge transfer with a large change of dipole moment (?μ ～18.23 D), hence displaying remarkable emission solvatochromism from the green (536 nm in cyclohexane) to far-red region (714 nm in dimethyl sulfoxide) and a high-temperature sensitivity (-0.23 nm °C-1). These, together with unique basicity and acido-/vaporchromism upon acidification elucidated by NMR and photospectroscopic studies, show stark contrast to the conventional 7-NEt2-CUM. The new series of these tailored 6-X-CUMs represents a new dimension in tailoring the photophysical properties for the development of a promising class of multistimuli-responsive materials.

Direct C-H cross-coupling approach to heteroaryl coumarins

A Pd-catalyzed direct cross-coupling of 3-bromocoumarins with heteroarenes provided an efficient route to synthesizing 3-heteroarylcoumarins. The reaction scope for the transformation was fairly broad, affording modest to good yields of various 3-heteroarylcoumarin scaffolds, which are privileged structures and prevalent motifs in many biologically active compounds and fluorophores. The Royal Society of Chemistry 2012.

Recyclization of 2-imino-2H-1-benzopyrans using nucleophilic reagents 3. Reaction of 2-iminocoumarin-3-carboxamides with o-phenylenediamines and o-amino(thio)phenols

Using o-phenylenediamines, o-aminophenol or o-aminothiophenol, 2-iminocoumarin-3-carboxamide can be recyclized to the corresponding 3-(1H-benzimidazol-2-yl), 3-(benzoxazol-2-yl), or 3-(benzothiazol-2-yl) coumarins. An alternative synthesis has been carried out and an analytical comparison of the synthetic routes made.