117530-22-0

Basic information

• Product Name: ethyl 2-hydroxy-4-methyl-6-methylthiobenzoate
• Synonyms: ethyl 2-hydroxy-4-methyl-6-methylthiobenzoate
• CAS NO: 117530-22-0
• Molecular Weight: 226.296
• Mol File: 117530-22-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: ethyl 2-hydroxy-4-methyl-6-methylthiobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-hydroxy-4-methyl-6-methylthiobenzoate(117530-22-0)
• EPA Substance Registry System: ethyl 2-hydroxy-4-methyl-6-methylthiobenzoate(117530-22-0)

Safety Data

• Hazardous Substances Data: 117530-22-0(Hazardous Substances Data)

Upstream product

• 17649-86-4 4,4-bis(methylthio)but-3-en-2-one 
• 105-36-2 ethyl bromoacetate 
• 128950-90-3 (Z)-3-Methyl-5,5-bis-methylsulfanyl-penta-2,4-dienoic acid ethyl ester 

Downstream Products

• 60770-00-5 ethyl 4-methylsalicylate 

Relevant articles and documents

Reformatsky Reaction on α-Oxo Ketene Dithioacetals: Synthesis of Substituted and Fused Ethyl 2-Hydroxy-6-(methylthio)benzoates, 6-(Methylthio)pyran-2-ones, and 6-(Methylthio)-2(1H)-pyridone Derivatives

A novel cycloaromatization reaction leading to substituted and annelated ethyl 2-hydroxy-6-(methylthio)benzoates 4 by condensation of α-oxo-ketene dithioacetals with an excess of Reformatsky reagent from ethyl bromoacetates through intermediate dienes 3 has been described.The reaction has also been extended for the synthesis of substituted ethyl 3-hydroxy-5-(methylthio)stilbenecarboxylates 9 by using cinnamoyl ketene dithioacetals 8.A few of the benzoates 4 were desulfurized to the corresponding salicylate derivatives 5.Reaction of acyclic oxo ketene dithioacetals with ethyl(bromozincio)acetate in the presence of cuprous iodide afforded 4- (or 4,5-)substituted 6-(methylthio)pyran-2-ones 15 in moderate to good yields.A probable mechanism for the formation of 15 is suggested.Cyclization of the acyclic dienes 3 or the carbinols 10 with ammonium acetate in refluxing acetic acid afforded the corresponding 4- (or 4,5-)substituted 6-(methylthio)-2(1H)-pyridones 22.