6552-60-9

Basic information

• Product Name: 1,2,3,4-TETRAHYDROISOQUINOLINE-1-THIONE
• Synonyms: 1,2,3,4-TETRAHYDROISOQUINOLINE-1-THIONE
• CAS NO: 6552-60-9
• Molecular Formula: C₉H₉NS
• Molecular Weight: 163.24
• Mol File: 6552-60-9.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 278.2°C at 760 mmHg
• Flash Point: 122.1°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 0.00431mmHg at 25°C
• Refractive Index: 1.663
• CAS DataBase Reference: 1,2,3,4-TETRAHYDROISOQUINOLINE-1-THIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-TETRAHYDROISOQUINOLINE-1-THIONE(6552-60-9)
• EPA Substance Registry System: 1,2,3,4-TETRAHYDROISOQUINOLINE-1-THIONE(6552-60-9)

Safety Data

• Hazardous Substances Data: 6552-60-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 3220, 1983 DOI: 10.1021/jo00167a015

InChI:InChI=1/C9H9NS/c11-9-8-4-2-1-3-7(8)5-6-10-9/h1-4H,5-6H2,(H,10,11)

Upstream product

• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 2257-09-2 Phenethyl isothiocyanate 
• 1196-38-9 3,4-dihydroisoquinolin-1(2H)-one 
• 491-30-5 1-isoquinolone 

Downstream Products

• 104728-22-5 5,6-dihydro-2-phenylthiazolo<2,3-a>isoquinolin-4-ium 3-oxide 
• 1196-38-9 3,4-dihydroisoquinolin-1(2H)-one 
• 78874-09-6 2-<(3,4-Dihydro-1-isoquinol-1-yl)thio>cyclohexanone 
• 22245-96-1 7-nitro-3,4-dihydro-2H-isoquinolin-1-one 
• 62541-63-3 5-Iodo-2-(2-pyrrol-1-ylethyl)benzoic acid 
• 62541-67-7 2-(2-Pyrrol-1-ylethyl)-5-nitro benzoic acid 
• 62541-66-6 2-(2-Aminoethyl)-5-nitrobenzoic acid 
• 62541-62-2 2-(2-Aminoethyl)-5-iodobenzoic acid hydrochloride 
• 66491-04-1 7-iodo-3,4-dihydro-1(1H)-isoquinolinone 
• 66491-03-0 7-amino-3,4-dihydroisoquinoline-1(2H)-one 
• 104628-87-7 methyl 6,7-dihydro-4-oxo-3-phenyl-4H-benzoquinolizine-1-carboxylate 
• 52250-50-7 1-phenyl-3,4-dihydroisoquinoline 
• 88252-59-9 1-(3-nitrophenyl)-3,4-dihydroisoquinoline 

Relevant articles and documents

Visible-Light-Mediated C(sp3)–H Thiocarbonylation for Thiolactam Preparation with Potassium Sulfide

We report herein a protocol for thiolactam preparation with potassium sulfide via visible-light-mediated C(sp3)–H thiocarbonylation, in which polysulfide dianions and radical anions generated from potassium sulfide were the key active species. A variety of thiolactams were straightforward established under mild conditions. Moreover, it was successfully applied to structural modification of tetrahydroberberine.

Transition metal-free, chemoselective arylation of thioamides yielding aryl thioimidates or N-aryl thioamides

Reactions of secondary thioamides with diaryliodonium salts under basic, transition metal-free conditions resulted in chemoselective S-arylation to provide aryl thioimidates in good to excellent yields. Equimolar amounts of thioamide, base and diaryliodonium salt were sufficient to obtain a diverse selection of products within short reaction times. Reactions with thiolactams delivered N-arylated thioamides in good yield at room temperature.

A multipathway coupled domino strategy: I2-mediated oxidative thionation for direct synthesis of thiobenzamides from miscellaneous substrates

An efficient iodine-mediated multipathway coupled domino reaction has been developed for the synthesis of thiobenzamides from benzylamines, benzylamines/aldehydes, and N-alkyl benzylamines under the same reaction conditions. This approach combines two consecutive domino processes in one pot using iodine as the oxidant.