22198-58-9

Upstream product

• 127-19-5 N,N-dimethyl acetamide 
• 13865-50-4 methoxymethyl phenyl sulfide 
• 141-78-6 ethyl acetate 
• 67-56-1 methanol 
• 76886-93-6 2,3-Dimethyl-4-phenylthioisoxazolin-5-one 
• 22198-54-5 1-chloro-3-phenylsulfanylpropan-2-one 
• 108-98-5 thiophenol 
• 5042-53-5 1-(phenylsulfanyl)acetone 
• 55064-96-5 2-(phenylthio)propanal 
• 23533-56-4 1-diazo-3-phenylthiopropan-2-one 
• 7031-27-8 (phenylthio)acetic acid chloride 
• 72666-86-5 methyl 2-(phenylthio) acetoacetate 
• 18218-93-4 2-methoxyacrolein 
• 124-41-4 sodium methylate 

Downstream Products

• 93233-76-2 (1-Isopropenyl-1-methoxy-heptylsulfanyl)-benzene 
• 93233-77-3 (1-Isopropenyl-1-methoxy-4-methyl-pent-3-enylsulfanyl)-benzene 
• 93233-72-8 (1-Methoxy-2-methyl-allylsulfanyl)-benzene 
• 344437-72-5 1-Methoxy-2-methyl-1-phenylsulfanyl-3-trimethylsilanyl-propan-2-ol 

Relevant academic research and scientific papers

Photolysis of 4-Substituted Isoxazolin-5-ones: Sulphur-stabilized Iminocarbenes

Photolyses of 4-sulphenylated 2,3-dimethylisoxazolin-5-ones proceed via iminocarbene intermediates which are trapped with methanol to give pyruvic aldehyde thioacetals.

Reactions of 2-alkoxypropenals with thiols in neutral and acid media

Addition of thiols to 2-alkoxypropenal in neutral medium at 20°C in the absence of a catalyst occurs regioselectively, following the Markownikoff pattern. The resulting 2-alkoxy-2-R-thiopropanals are capable of undergoing spontaneous isomerization to 1-al

The Chemistry of 5-Oxodihydroisoxazoles. Part 23. Photochemical and Thermal Reactions of Isoxazol-5(2H)-ones Substituted at C-3 or C-4 with Nitrogen, Oxygen or Sulfur

The photolysis of 2,3-dimethyl-4-phenoxy- and 4-thiophenoxyisoxazol-5(2H)-one in methanol has been re-examined, but no new products were isolated. Flash vacuum pyrolysis of the former gave a novel product, phenyl N-methylpropenimidate, from rearrangement of the intermediate carbene. Irradiation of the 3-hydroxy-2-phenyl-4-carboxylate gave two products which arise from the 3-hydroxy and 5-hydroxy tautomers. By contrast, the 3-hydroxy-4-acetyl isoxazolone reacted exclusively as one tautomer giving the expected loss of CO2 to form the carbene which was captured by methanol on photolysis, or underwent methyl migration and cyclisation to 3-methylazetidine-1,3-dione on pyrolysis. 3-Amino and 3-phenylamino substituted isoxazolones also gave photolysis and pyrolysis products characteristic of discrete tautomers.

MIGRATION DU CARBONYLE : OBTENTION D'HOMOLOGUES DU GLYOXAL A FONCTION CETONIQUE PROTEGEE

Substituted glyoxals with protected ketogroup 3 were obtained by reaction of α-chloro-α-(aryl- or alkyl-thio)ketones 1 with sodium methylate in methanol.

Preparation and Reactions of Novel Cyclic β-Oxosulphonium Salts obtained by the Acid-induced Cycisation of 1-Diazo-ω-phenylthio-2-alkanones

With perchloric acid, the diazo-ketones PhSnCOCHN2 (1a)-(1d) give the corresponding cyclic β-oxosulphonium salts (2a)-(2d); the p-chlorophenyl analogue of (2d) was similarly prepared.The salts (2a), (2c), and (2d) react with triphenylphosphine at C(2) to give the acyclic phosphonium salts (3a), (3c), and (3d) and, analogously, with potassium O-ethyl dithiocarbonate to give the corresponding acyclic O-ethyl dithiocarbonates (3f), (3g), and (3h).All the reactions of the salt (2b) with nucleophiles gave either 1-phenylthiobut-3-en-2-one (11) or products of its Michael addition.Salts (2c) and (2d) with sodium methoxide in methanol provide, respectively, methyl ω-phenylthio-butanoate and -pentanoate in a process that involves the loss of a methylene group.These and other reactions are considered to proceed via ylide intermediates; the intermediate derived by the deprotonation of (2d) being isolated, whereas that from (2c) rearranged to give 3-phenylthiocyclopentanone.

α-CETOALDEHYDES A GROUPEMENT ALDEHYDIQUE OU CETONIQUE PROTEGE

α-Ketoaldehydes with protected ketogroup 2 or protected aldehydrogroup 3 are obtained by reaction of thiophenol or methanol with α-chloro-α-(phenylthio)aldehydes 7.