5211-01-8

Usage

InChI:InChI=1/C7H8ClNS/c1-10-7-3-2-5(9)4-6(7)8/h2-4H,9H2,1H3

Upstream product

• 75-18-3 dimethylsulfide 
• 3296-06-8 1-azido-3-chlorobenzene 
• 139-24-2 3,3'-dichloroazoxybenzene 
• 5188-07-8 sodium thiomethoxide 
• 77146-55-5 2-chloro-1-(methylsulfanyl)-4-nitrobenzene 
• 99-54-7 3,4-dichloronitrobenzene 

Downstream Products

• 22133-62-6 2-Chloro-N-(3-chloro-4-methylsulfanyl-phenyl)-propionamide 
• 22133-64-8 N-(3-Chloro-4-methylsulfanyl-phenyl)-2-methyl-acrylamide 
• 1186369-51-6 C₂₂H₁₈ClN₃O₃S 
• 22133-58-0 N-(3-Chloro-4-methylsulfanyl-phenyl)-propionamide 
• 22133-25-1 2-Methyl-pentanoic acid (3-chloro-4-methylsulfanyl-phenyl)-amide 
• 22133-54-6 3-Chloro-4-methylthiophenylisocyanat 

Relevant academic research and scientific papers

Phenyl heterocyclyl ethers

The invention relates to compounds of formula I

Phenoxybenzylamine derivatives as SSRls

A compound of general formula (I) wherein R1 and R2 are H, C1-C6alkyl or (CH2)d(C3-C6cycloalkyl) wherein d=0, 1, 2 or 3; or R1 and R2 together with the nitrogen to which they are attached form an azetidine ring; Z or Y is —SR3 and the other Z or Y is halogen or —R3; wherein R3 is C1-C4 alkyl optionally substituted with fluorine; except that R3 is not CF3; or Z and Y are linked so that, together with the interconnecting atoms, Z and Y form a fused 5 to 7-membered carbocyclic or heterocyclic ring, and wherein when Z and Y form a heterocyclic ring, in addition to carbon atoms, the linkage contains one or two heteroatoms independently selected from oxygen, sulfur and nitrogen; R4 and R5, which may be the same or different, are: A—X, wherein A═—CH═CH— or —(CH2)p— where p is 0, 1 or 2; X is hydrogen, F, Cl, Br, I, CONR6R7, SO2NR6R7, SO2NHC(═O)R6, OH, C1-4alkoxy, NR8SO2R9, NO2, NR6R11, CN, CO2R10, CHO, SR10, S(O)R9 or SO2R10; or a 5- or 6-membered heterocyclic ring containing 1, 2 or 3 heteroatoms selected from N, S and O, optionally substituted independently by one or more R13; wherein R13 is hydroxy, C1-C4alkoxy, F, C1-C6alkyl, haloalkyl, haloalkoxy, —NH2, —NH(C1-C6alkyl) or —N(C1-C6alkyl)2.

A New Reaction of the Azoxy Group with Alkyl Thiolates: Reduction to Amino via a Sulfenamido Intermediate

A novel alkyl thiolate-induced reduction of azoxybenzenes is reported to yield anilines via in situ decomposition of the corresponding sulfenamides formed as primary reaction products.

Formation of Sommelet-Hauser-Type Products, 2-Aminoarylmethyl Sulphides, and Nitrenium Ion Products, 2- and 4-Aminoaryl Sulphides, via an N-Arylazasulphonium Salt

Reactions of a salt (1) formed at -60 deg C from trifluoroacetic anhydride and dimethyl sulphoxide (DMSO) with primary and secondary arylamines gave 2-aminoarylmethyl sulphides (6), (6') and (12) by a Sommelet-Hauser rearrangement of an ylide (5) formed by loss of a methyl proton of an N-arylazasulphonium salt (3) in the absence of base.The use of ethyl methyl sulphoxide instead of DMSO afforded a similar product (19b) by loss of not the ethyl but the methyl proton.However, the use of diethyl sulphoxide merely caused loss of an ethyl group from the N-arylazasulphonium salt to yield ethanesulphenanilide (20).The reaction of (1) with N-phenyl-1-naphthylamine gave mainly aminoaryl sulphides (13) and (14) via an arylnitrenium ion from the N-arylazasulphonium salt.In fact, the reaction of dimethyl sulphide (DMS) with arylnitrenium ions formed in the acid decomposition of aryl azides gave no Sommelet-Hauser-type products but 2- and 4-aminoaryl sulphides (22), (22') and (23).We also discuss the possibility of the N-arylazasulphonium salt being formed by reaction of the arylnitrenium ion with DMS.