49681-94-9

Basic information

• Product Name: 6-methyl-2-thioxo-2,3-dihydroquinazolin-4(1H)-one
• Synonyms: 6-methyl-2-thioxo-2,3-dihydroquinazolin-4(1H)-one;6-Methyl-4-oxo-2-thioxo-1,2,3,4-tetrahydrochinazolin;2,3-Dihydro-6-methyl-2-thioxo-4(1H)-quinazolinone
• CAS NO: 49681-94-9
• Molecular Formula: C₉H₈N₂OS
• Molecular Weight: 192.23762
• Mol File: 49681-94-9.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-methyl-2-thioxo-2,3-dihydroquinazolin-4(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-methyl-2-thioxo-2,3-dihydroquinazolin-4(1H)-one(49681-94-9)
• EPA Substance Registry System: 6-methyl-2-thioxo-2,3-dihydroquinazolin-4(1H)-one(49681-94-9)

Safety Data

• Hazardous Substances Data: 49681-94-9(Hazardous Substances Data)

Usage

General Description

6-methyl-2-thioxo-2,3-dihydroquinazolin-4(1H)-one, also known as dimedone, is a chemical compound with the molecular formula C9H10N2O2S. It is a cyclic ketone derivative and belongs to the quinazolinone class of compounds. Dimedone is widely used as a reagent in organic synthesis, particularly in the synthesis of heterocyclic compounds and pharmaceuticals. It is also known for its ability to trap and stabilize reactive intermediates in chemical reactions, making it a valuable tool in the study of reaction mechanisms. Additionally, dimedone has some potential biological activities, including antioxidant and anticancer properties, making it a subject of interest in medicinal chemistry research.

Upstream product

• 2941-78-8 2-Amino-5-methylbenzoic acid 
• 1147550-11-5 ammonium thiocyanate 
• 77287-34-4 formamide 

Downstream Products

• 1189798-00-2 benzyl (2E)-3-[2-(4-methylphenyl)-3,5-dioxo-2,6-dihydro-[1,2,4]triazolo[4,3-c]quinazolin-9-yl]acrylate 
• 1189797-76-9 9-benzyl-2-(4-methylphenyl)-2,6-dihydro[1,2,4]triazolo-[4,3-c]quinazoline-3,5-dione 
• 1189797-84-9 9-bromo-2-(4-methylphenyl)-5-(methylsulfanyl)[1,2,4]-triazolo[4,3-c]quinazolin-3(2H)-one 
• 1189797-63-4 9-bromo-2-(4-methylphenyl)-2,6-dihydro[1,2,4]triazolo-[4,3-c]quinazoline-3,5-dione 
• 1003043-76-2 6-bromo-4-chloro-2-(methylsulfanyl)quinazoline 
• 174313-65-6 2-(methylsulfanyl)-6-bromo-quinazolin-4(3H)-one 
• 128314-78-3 6-methyl-4-oxoquinazoline-2-thiolacetic acid 

Relevant articles and documents

Investigation into a By-product from the Reaction of 2-Amino-5-methylbenzoic Acid with Ammonium Thiocyanate

One of the by-products from the reaction of 2-amino-5-methylbenzoic acid with ammonium thiocyanate is shown to be 2,3-dihydro-5-methyl-2-thioxo-3-p-tolylquinazolin-4(1H)-one (6).This reacts with hydrazine to give three products (21)-(23), which have been converted into tetrazolo- (27) and 1,2,4-triazolo-quinazolino-derivatives (20) and (30).The products from the reaction of o-aminoacetophenone with an aryl isothiocyanate are converted into a reactive 1-azabuta-1,3-diene intermediate (34), which undergoes a ? cycloaddition reaction with dimethyl acetylenedicarboxylate, followed by a retro-Diels-Alder reaction, to give dimethyl 4-methylquinoline-2,3-dicarboxylate.