Method for synthesizing thieno[3,2-b]pyridine-5(4H)-one derivative compound, using gold catalyst, and use therefor

Patent metadata

Field	Value
Publication number	US-12415813-B2
Application number	US-201817268896-A
Country	US
Kind code	B2
Filing date	Aug 17, 2018
Priority date	Aug 16, 2018
Publication date	Sep 16, 2025
Grant date	Sep 16, 2025

Abstract

Disclosed are a method for synthesizing a thieno[3,2-b]pyridine-5(4H)-one derivative by using a gold catalyst and a use of the derivative compound, wherein the novel thieno[3,2-b]pyridine-5(4H)-one derivative of the present disclosure, which is a compound synthesized using gold as a catalyst, has fluorescence characteristics with a wide range of emission wavelengths and thus can be helpfully used in various industrial fields, such as physics, chemistry, and biomedicine research.

First claim

What is claimed is:

1. A compound of chemical formula 1 below, an enantiomer or diastereomer thereof, or an acid or base addition salt thereof:

wherein,
R 1 is MeO or

 and
R 2 is H, Me,

2. The compound of claim 1 , wherein the compound is selected from the group consisting of compounds having the structural formulas below:

No
Structural Formula

 1

 2

 3

 4

 5

 6

 7

 8

 9

10

11

12

13

3. A method for preparing a compound of chemical formula 1 by the reaction scheme below using a gold catalyst:

wherein,
R 1 is MeO or

 and
R 2 is H, Me,

4. The method of claim 3 , wherein the gold catalyst is any one selected from the group consisting of chloro(triphenylphosphine)gold(I), acetonitrile[(2-biphenyl)di-tert-butylphosphine]gold(I)hexafluoroantimonate, [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I), and chloro[1,3-bis(2,6-diisopropylphenyl)imidazole-2-ylidene]gold(I).

5. A fluorescent composition comprising, as an active ingredient, the compound of claim 1 , an enantiomer or diastereomer thereof, or an acid or base addition salt thereof.

6. A kit for biomolecule labeling or analysis, the kit comprising the fluorescent composition of claim 5 .

7. A composition for a pH sensor, the composition comprising, as an active ingredient, the compound of claim 1 , an enantiomer or diastereomer thereof, or an acid or base addition salt thereof.

8. A pH sensor comprising the composition for a pH sensor of claim 7 .

Assignees

• Korea Inst Ocean Sci & Tech

Inventors

• Lee Jong Seok
• Sung Dan Bi
• Mun Bo Hyun
• Park Sol
• Lee Hyi Seung
• Lee Yeon Ju
• Lee Ji Hoon
• Shin Hee Jae

Classifications

• G01N33/582 Primary

  with fluorescent label · CPC title

• G01N31/221

  for investigating pH value · CPC title

• C09K2211/104

  with other heteroatoms · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title

• B01J23/52

  Gold · CPC title