6291-51-6

Basic information

• Product Name: 1-methylquinoline-4(1H)-thione
• CAS NO: 6291-51-6
• Molecular Formula: C₁₀H₉NS
• Molecular Weight: 175.2502
• Mol File: 6291-51-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 259.7°C at 760 mmHg
• Flash Point: 110.9°C
• Density: 1.23g/cm³
• Vapor Pressure: 0.0128mmHg at 25°C
• Refractive Index: 1.688
• CAS DataBase Reference: 1-methylquinoline-4(1H)-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methylquinoline-4(1H)-thione(6291-51-6)
• EPA Substance Registry System: 1-methylquinoline-4(1H)-thione(6291-51-6)

Safety Data

• Hazardous Substances Data: 6291-51-6(Hazardous Substances Data)

Usage

Type of compound

Thioamide derivative of quinoline

Uses

Production of pharmaceuticals, agrochemicals, and dyes; potential biological activities including antimicrobial and antiviral properties

Physical properties

Yellow solid, soluble in organic solvents, melting point of around 154-155°C

Safety precautions

Can be harmful if swallowed or inhaled, may cause skin and eye irritation upon contact

Upstream product

• 83-54-5 1-methyl-4-quinolone 
• 74-87-3 methylene chloride 
• 611-36-9 quinolin-4-ol 
• 611-35-8 4-chloroquinoline 
• 51812-96-5 4-mercaptoquinoline 
• 529-37-3 4(1H)-quinolinone 
• 46000-25-3 4-methylthioisoquinoline 
• 18436-77-6 4-chloro-1-methylquinolin-1-ium iodide 
• 17356-08-0 thiourea 

Downstream Products

• 180625-58-5 N-phenylsulfonyl-S-(1-methyl-1,4-dihydro-4-chinolyliden)sulfimid 
• 180625-60-9 N,N'-bis(p-tolylsulfonyl)-1-methylchinolinium-4-sulfinamidinat 
• 139710-90-0 2-(4-methoxybenzoyl)-1-methyl-4-quinolone 
• 139710-81-9 2-benzoyl-1-methylquinolin-4(1H)-one 
• 139710-89-7 2-(α-hydroxy-4-methoxybenzyl)-1-methylquinoline-4-thione 
• 139710-87-5 2--1-methylquinoline-4-thione 
• 72299-77-5 2-(1,4-Dihydro-1-methylquinilyden-4-yl)-1-phenylethanone 

Relevant articles and documents

Carbon-sulfur and carbon-selenium double bond formation through thiolysis and selenolysis of 4-methylsulfanyl-substituted pyridinium and quinolinium halides

4-Methylsulfurylpyridinium and -quinolinium salts 3 and 4 with alkyl groups such as methyl, allyl, benzyl, ethoxycarbonylmethyl, benzoylmethyl on the nitrogen atom were prepared by the Menschutkin-type reaction and some of them caused to react under either the thiolysis or selenolysis reaction conditions. N-Substituted pyridine-4-thiones 5a-c and quinoline-4-thiones 6a-e were formed at different rates in high isolated yield. On the other hand, two N-alkyl-4-selenopyridone 7a,b together with three 4-selenoquinolones 8a,b,c were also produced in high chemical purity and characterized spectroscopically. In addition, 4-sulfanylpyridone 12 and 4-selenopyridone 13 with a N-tert-butyl group were obtained via Zincke' s salt 9. The overall process provides a useful alternative to the otherwise difficult direct N-alkylation of thioxo- and selenoxopyridine systems.

Hetero-ring Lithiation of N-Methyl-4-quinolone and N-Methylquinoline-4-thione

Lithiation of 1-methyl-4-quinolone and 1-methylquinoline-4-thione with lithium diisopropylamide (LDA) at -78 deg C takes place at C-2.The resulting lithio-species react with a variety of electrophiles to give 2-substituted-4-quinolones and -quinolines-4-thiones respectively. 1-Methylquinoline-4-thione is easily converted into 1-methyl-4-quinolone in protic solution.