IP Library › Granted Patent US 12692227
Granted Patent B2
US 12692227 · App. 18/240,613 · Granted Jul 28, 2026

Method for producing aryl thiol ester compound

Inventors: Takashi Okazoe (Tokyo, JP); Tim Gatzenmeier (Tokyo, JP); Kyoko Nozaki (Tokyo, JP)
Assignees: AGC Inc.; The University of Tokyo
C07C327/16B01J23/72B01J31/0244
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Quick Facts
Patent No.
US 12692227
App. No.
18/240,613
Granted
Jul 28, 2026
Kind
B2
Abstract

The present invention provides a production method capable of synthesizing an aryl thiol ester compound under mild conditions rapidly at a high yield. The present invention provides a method for producing an aryl thiol ester compound including producing an aryl thiol ester compound represented by the following general formula (1) from a diazonium compound represented by the following general formula (2) and a thioate compound represented by the following general formula (3) by a Sandmeyer-type coupling reaction using a catalyst, [wherein A 1 and A 2 are each independently an optionally substituted aryl group or an optionally substituted heteroaryl group; X 1 is a monovalent anion; and M 1 is a monovalent cation].

Claims (10)

1 . A method for producing an aryl thiol ester compound, comprising

producing an aryl thiol ester compound represented by the following general formula (1) from a diazonium compound represented by the following general formula (2) and a thioate compound represented by the following general formula (3) by a Sandmeyer-type coupling reaction using a transition metal catalyst,

wherein the transition metal catalyst is a copper complex and includes a bidentate nitrogen chelate ligand,

wherein in the formula, A 1 is an optionally substituted aryl group or an optionally substituted heteroaryl group; X 1 is a monovalent anion

wherein in the formula, A 2 is an optionally substituted aryl group or an optionally substituted heteroaryl group; M 1 is a monovalent cation

wherein in the formula, A 1 and A 2 are the same as described above.

2 . The method for producing an aryl thiol ester compound according to claim 1 , wherein the transition metal complex is composed of a copper (I) ion and one or more ligands selected from the group consisting of 1,10-phenanthroline, 2,2-bipyridine and derivatives thereof.

3 . The method for producing an aryl thiol ester compound according to claim 1 , wherein prior to the Sandmeyer-type coupling reaction, an aminoaryl compound represented by the following general formula (4) is diazotized to produce the compound represented by the general formula (2)

A 1 -NH 2   (4)

wherein in the formula, A 1 is the same as described in claim 1 .