64096-97-5Relevant articles and documents
Copper(II) complexes of thioether-substituted salcyen and salcyan derivatives and their silver(I) adducts
Sylvestre, Isabelle,Wolowska, Joanna,Kilner, Colin A.,McInnes, Eric J. L.,Halcrow, Malcolm A.
, p. 3241 - 3249 (2007/10/03)
New syntheses are reported of 5-tert-butyl-2-hydroxy-3- methylsulfanylbenzaldehyde, 5-tert-butyl-2-hydroxy-3-phenylsulfanyl- benzaldehyde, and salcyen (H2L1-H2L 3) and salcyan (H2L4-H2L 6)-type ligands derived from these aldehydes and from 5-tert-butyl-2-hydroxybenzaldehyde. The complexes [CuL] (L2- = [L1]2--[L6]2-) bearing sulfanyl substituents each show two distinct voltammetric ligand-based oxidations under the same conditions, the first of which is chemically reversible. The first oxidation product is much longer lived by coulometry for the salcyen than for the salcyan ligand complexes, despite the latter having a substantially lower oxidation potential. The lifetimes of all the ligand oxidation products in this system are substantially smaller than for similar compounds derived from 3,5-di(tert-butyl)-2-hydroxybenzaldehyde (Dalton Trans., 2004, 2662). Attempted chemical oxidation of the Schiff base compounds using AgBF4 yielded instead stable silver(I) adducts. A crystal structure of one such compound showed that the Ag atom was coordinated in a slightly bent geometry by the two ligand sulfanyl groups, with two additional long-range Ag ... O interactions to the phenoxide donors. EPR spectra showed that some of these silver adducts dimerise in CH2Cl2, probably through basal, apical intermolecular Cu-O ... Cu bridging. In contrast the parent copper(II) complexes are all monomeric in this solvent by EPR. The Royal Society of Chemistry 2005.
Process for phenol alkylthiolation and its application to the synthesis of 4-acyl-2-alkylthiophenols
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, (2008/06/13)
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.
2-(Aminomethyl)phenols, a new class of saluretic agents. I. Effect of nuclear substitution
Stokker,Deana,deSolms,Schultz,Smith,Cragoe Jr.,Baer,Ludden,Russo,Scriabine,Sweet,Watson
, p. 1414 - 1427 (2007/10/02)
A series of 2-(aminomethyl)phenols was synthesized and tested in rats and dogs for saluretic and diuretic activity. A number of these compounds exhibit a high order of activity on iv or po administration. The most active compounds belong to a subseries of 4-alkyl-6-halo derivatives of which 2,2(aminomethyl)-4-(1,1-dimethylethyl)-6-iodophenyl, is the most active. Compound 2 also possesses significant antihypertensive activity, an adjunctive pharmacological parameter which distinguishes 2 from the other compounds prepared in this series. In addition, 2 displays both topical saluretic and antiinflammatory activities.
