公开(公告)号：US20210171539A1

公开(公告)日：2021-06-10

申请号：US16768251

申请日：2017-12-27

Applicant: Korea Institute of Ocean Science & Technology

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

IPC: C07D495/04 ,  C07D519/00 ,  G01N33/533 ,  G01N31/22 ,  C09K11/06

Abstract: The present invention relates to a novel thieno[3,2-b]pyridine-5(4H)-one derivative compound, a preparation method thereof, and a use thereof. The novel thieno[3,2-b]pyridine-5(4H)-one derivative compound according to the present invention is synthesized via an aza-[3+3] cyclization addition reaction using BOP, wherein the compound is obtained by synthesizing a 4-arylthiophen-3-amine in which aryl groups such as 4-piperidyl-C6H4, 4-pyrrolidyl-C6H4, 4-MeOC6H4, 3,4,5-(MeO)3C6H4, C6H5, 4-C6H5C6H4, and 4-F3COC6H4 are introduced via a synthesis process by a bromination reaction, a hydrolysis reaction, a decarboxylation reaction, and a Suzuki coupling reaction of methyl 3-aminothiophene carboxylate, and by synthesizing 4-arylthiophen-3-amine and mono-methyl fumarate via a formal aza-[3+3] cyclization addition reaction using BOP and conjugation. Accordingly, novel thieno[3,2-b]pyridine-5(4H)-one derivative compounds according to the present invention have fluorescence properties with a wide range of emission wavelengths and thus may be utilized in various industrial fields such as physics, chemistry, and biomedical research.

公开(公告)号：US11306103B2

公开(公告)日：2022-04-19

申请号：US16768251

申请日：2017-12-27

Applicant: Korea Institute of Ocean Science & Technology

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

IPC: C07D495/04 ,  C09K11/00 ,  C07D519/00 ,  C09K11/06 ,  G01N31/22 ,  G01N33/533

Abstract: The present invention relates to a novel thieno[3,2-b]pyridine-5(4H)-one derivative compound, a preparation method thereof, and a use thereof. The novel thieno[3,2-b]pyridine-5(4H)-one derivative compound according to the present invention is synthesized via an aza-[3+3] cyclization addition reaction using BOP, wherein the compound is obtained by synthesizing a 4-arylthiophen-3-amine in which aryl groups such as 4-piperidyl-C6H4, 4-pyrrolidyl-C6H4, 4-MeOC6H4, 3,4,5-(MeO)3C6H4, C6H5, 4-C6H5C6H4, and 4-F3COC6H4 are introduced via a synthesis process by a bromination reaction, a hydrolysis reaction, a decarboxylation reaction, and a Suzuki coupling reaction of methyl 3-aminothiophene carboxylate, and by synthesizing 4-arylthiophen-3-amine and mono-methyl fumarate via a formal aza-[3+3] cyclization addition reaction using BOP and conjugation. Accordingly, novel thieno[3,2-b]pyridine-5(4H)-one derivative compounds according to the present invention have fluorescence properties with a wide range of emission wavelengths and thus may be utilized in various industrial fields such as physics, chemistry, and biomedical research.

公开(公告)号：US20210332063A1

公开(公告)日：2021-10-28

申请号：US17268896

申请日：2018-08-17

Applicant: Korea Institute of Ocean Science & Technology

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

IPC: C07D495/04 ,  B01J23/52 ,  C09K11/06 ,  G01N31/22 ,  G01N33/58

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.