66264-56-0

Usage

Preparation

Preparation by reaction of methyl iodide on 4-hydroxy-3- mercaptoacetophenone with potassium carbonate in acetone at r.t. (83%).

InChI:InChI=1/C9H10O2S/c1-6(10)7-3-4-8(11)9(5-7)12-2/h3-5,11H,1-2H3

Upstream product

• 1073-29-6 2-(methylsulfenyl)phenol 
• 75-36-5 acetyl chloride 
• 99-93-4 4-Hydroxyacetophenone 
• 66264-54-8 4'-hydroxy-3'-(chlorosulfonyl)acetophenone 
• 66264-55-9 4'-hydroxy-3'-mercaptoacetophenone 
• 74-88-4 methyl iodide 

Downstream Products

• 133455-08-0 1-<4-(3-bromopropoxy)-3-(methylthio)phenyl>ethanone 
• 66264-74-2 4-acetyl-2-(methylthio)phenyl benzoate 
• 66265-63-2 2-bromo-4'-hydroxy-3'-(methylthio)acetophenone 
• 70875-81-9 α-{[(1,1-dimethyl-3-phenylpropyl)amino]methyl}-4-hydroxy-3-(methylthio)benzenemethanol acetate salt 
• 66264-75-3 4-(2-bromoacetyl)-3-(methylthio)phenyl acetate 
• 66264-76-4 4'-hydroxy-2-{[3-(4-methoxyphenyl)-1-methylpropyl]amino}-3'-(methylthio)acetophenone 4'-benzoate hydrobromide 
• 66265-51-8 4'-hydroxy-2-{[4-(4-methoxyphenyl)-1-methylbutyl]amino}-3'-(methylthio)acetophenone 4'-acetate hydrobromide 
• 66265-45-0 4'-hydroxy-2-{[3-(4-methoxyphenyl)propyl]amino}-3'-(methylthio)acetophenone 4'-acetate hydrochloride 
• 66264-59-3 4'-hydroxy-2-{[2-(4-methoxyphenyl)-1-methylethyl]amino}-3'-(methylthio)acetophenone 4'-acetate hydrochloride 
• 66265-40-5 4'-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]-3'-(methylthio)acetophenone 4'-acetate hydrochloride 
• 66264-57-1 4'-hydroxy-3'-(methylthio)acetophenone 4'-acetate 
• 66264-58-2 2-bromo-4'-hydroxy-3'-(methylthio)acetophenone 4'-acetate 

Relevant academic research and scientific papers

Process for phenol alkylthiolation and its application to the synthesis of 4-acyl-2-alkylthiophenols

The invention relates to the preparation of alkylthiophenols by reaction of a dialkyl disulphide with a phenol. In the process according to the invention, the reaction is carried out in the presence of aluminum chloride or of ferric chloride in a solvent of the alkylbenzene type or, soley in the case of methylthiolation, in an excess of dimethyl disulphide. This process makes it possible, in particular to obtain, with a selectivity and in a yield which are excellent, 2-alkylthiophenols which may then be converted into 4-acyl-2-alkylthiophenols by means of a reaction at a temperature ranging from 40° to 100° C. with a complex BF3 :2RCOOH where R denotes an alkyl or propenyl radical, in a proportion of 10 to 15 moles of complex per mole of 2-alkylthiophenol.

Alpha-(aminoalkyl-4-hydroxy-3-(alkylthio)benzenemethanols

Alpha-(aminoalkyl)-4-hydroxy-3-(alkylthio)benzenemethanols useful as intermediates and as antihypertensive agents are prepared by reduction of the corresponding aminoalkyl 4-hydroxy-3-(alkylthio)phenyl ketones.

α-{[(Arylalkyl)amino]alkyl}-4-hydroxy-3-(lower-alkylsulfinyl)benzenemethanols

The instant invention is directed to α-(aminoalkyl)-4-hydroxy-3-(alkylsulfinylbenzenemethanols and to a method of utilizing the compounds for reducing blood pressure in mammals.

THERAPEUTIC METHOD OF CONTROLLING TACHYCARDIA

Alpha-(lower alkylamino)alkyl!-4-hydroxy-3-(alkylthio, alkylsulfinyl or alkylsulfonyl)benzenemethanols which have β-adrenergic blocking activity and which are therefore useful in controlling tachycardia are prepared by reduction of the corresponding (lower alkylamino)alkyl 4-hydroxy-3-(alkylthio, alkylsulfinyl or alkylsulfonyl)phenyl ketones.