122709-96-0

Basic information

• Product Name: (3,4-dihydroisoquinoline-2(1H)-yl)(phenyl)methanethione
• Synonyms: (3,4-dihydroisoquinoline-2(1H)-yl)(phenyl)methanethione
• CAS NO: 122709-96-0
• Molecular Weight: 253.368
• Mol File: 122709-96-0.mol

Chemical Properties

• CAS DataBase Reference: (3,4-dihydroisoquinoline-2(1H)-yl)(phenyl)methanethione(CAS DataBase Reference)
• NIST Chemistry Reference: (3,4-dihydroisoquinoline-2(1H)-yl)(phenyl)methanethione(122709-96-0)
• EPA Substance Registry System: (3,4-dihydroisoquinoline-2(1H)-yl)(phenyl)methanethione(122709-96-0)

Safety Data

• Hazardous Substances Data: 122709-96-0(Hazardous Substances Data)

Upstream product

• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 100-46-9 benzylamine 
• 150-60-7 dibenzyl disulphide 
• 100-53-8 phenylmethanethiol 
• 611-73-4 Benzoylformic acid 

Relevant articles and documents

Carbon nitride creates thioamides in high yields by the photocatalytic Kindler reaction

Potassium poly(heptazine imide), a carbon nitride based photocatalyst, effectively promotes the Kindler reaction of thioamide bond formation using amines and elemental sulfur as building blocks under visible light irradiation. The feasibility of the developed methodology was confirmed using 14 different primary and secondary amines, including substituted benzylamines and heterocyclic and aliphatic methylamines, which were successfully converted into thioamides with 68-92% isolated yields.

PHOTOCATALYTIC SYSTEM AND APPLICATIONS THEREOF

The present invention relates to novel poly(heptazine imides), a photocatalytic system comprising such poly(heptazine imides) and a sulfur source as well as the application thereof in photocatalytic reactions.

Sulfur-Catalyzed Oxidative Coupling of Dibenzyl Disulfides with Amines: Access to Thioamides and Aza Heterocycles

In the presence of catalytic amounts of elemental sulfur, dibenzyl disulfide/DMSO was found to be an excellent thiobenzoylating agent of amines to provide a wide range of thioamides. The reaction becomes autocatalytic when anilines substituted by an o-cyclizable group were used as nucleophile, leading to the corresponding 2-aryl aza heterocycles. (Figure presented.).

Thiol as a synthon for preparing thiocarbonyl: Aerobic oxidation of thiols for the synthesis of thioamides

It is a constant challenge to develop an environmentally friendly, atom-economical, and step-economical method for the preparation of thioamides. Herein, we describe an oxidation method that affords the direct conversion of thiols to thioamides without the use of exogenous sulfur reagents. This is the first instance of a successful utilization of thiols as a synthon for the preparation of thioamides under economical conditions.

X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES. PART 20. DECARBOXYLATION OF α-IMINO ACIDS. MECHANIZM AND APPLICATIONS TO THIOAMIDE SYNTHESIS

α-Imino acids, prepared from α-keto acids and primary amines, undergo facile decarboxylation to the corresponding imines on heating at =80 deg C in benzene or methylene chloride.Decarboxylation proceeds via a 1,2-ylide which can be trapped by sulphur to give the corresponding secondary thioamides in good yield. 1,2-Ylides from secondary amines and α-keto acids can be generated in situ and trapped with sulphur to give tertiary thioamides in excellent yield.

Ready Decarboxylation of Imines of α-Keto Acids. Mechanism and Application to Thioamide Synthesis

α-Keto acids are readily decarboxylated via imine formation with primary and/or secondary amines even when imine-enamine isomerisation can occur; the process is thought to involve an intermediate zwitterion which can be trapped by sulphur to give thioamides in excellent yield.