Thiosalicylic acid

Uses. Thiosalicylic acid has been used as an anthelmintic, bactericide, and fungicide. It has also been used as a mst remover, a corrosion inhibitor for steel, and a polymerization inhibitor. In photography, it has apphcation in print-out emulsions and as an activator for photographic emulsions. 

CCI2S 463-71-8) see Tizanidine Tolnaftate thiophosphoryl chloride (Cl,PS 3982-91-0) see Thiotepa thiosalicylic acid... 

Exactly the same sequence with the methyl substituted thiosalicylic acid derivative 118 leads to metiapine (123). ... 

A series of mixed-ligand thiosalicylato complexes of the type PtL(PPh3)Y2] (Y2 = thiosalicylate L = pyridine, 4-methylpyridine, picolinic acid hydrazide, imidazole) have been prepared by the reaction of [PtCl2(COD)] with PPh3, thiosalicylic acid, and A-donor ligand in MeOH solution.375 The X-ray structure of the pyridine derivative (162) was determined, the first example of where a platinum atom is coordinated to a N, O, P, and S donor atom set. 

Thiolactic acid, m22 Thiomalic acid, m25 Thiosalicylic acid, ml8 Thiosinamine, a97 2-Thioxo-4-thiazolidinone, r7 Threonine, al85 Tiglic acid, ml69... 

However, a few thiols (cysteine, N-acetylcysteine and thiosalicylic acid) also react with organic nitrates to release NO by another process that is difficult to discern. It could be that the nitrite reacts with a thiol to give an S-nitrosothiol, a ready source of NO, but nitrosation is unlikely to occur at biological pHs. Another possible route to NO involves formation of a thionitrate by trans-esterification [59] (Eq. (12)). This species could then decompose to give NO via an intermediate sulfenyl compound [60] (Eq. (13)). 

Thiosalicylic acid, 22 25 Thiosemicarbazides, 13 575 Thiosquarylium dyes, 20 518 Thiosuccinic anhydride, 23 422 Thiosulfate, as a color film fixing agent, 19 261... 

The synthesis of the red dye thioindigo (Friedlander), and its technically important derivatives, proceeds in a corresponding way. The starting material is thiosalicylic acid ... 

Finally, replacement of the methylene bridge by a sulfur bridge leads to compoxmds such as 117 and 123 which are major tranquilizers. Thus, Ullmann condensation of thiosalicylic acid 112 with ortho-chloronitrobenzene affords thioether 113 the nitro group is then reduced to the aniline (114). Cycliza-tion as above leads to the lactam 115, which is then converted to the iminochloride derivative (116). Condensation with N-methylpiperazine affords clothiapine... 

Lowest unoccupied molecular orbital state Mercaptobenzoic acid (4-MBA is also known as thiosalicylic acid)... 

The catalytic influence of several organic substances on the electrode process of the system Zn(II)/Zn(Hg) was investigated intensively. In the presence of anthranilic and thiosalicylic acids [78], the rate constant of the first electron transfer k increased with increasing surface concentration of acids, while the rate constant of the second electron transfer decreased. The catalytic effect of thiosalicyhc acid is higher than that of anthranilic acid. 

Thiosalicylic acid/747-93-3] (0-mercaptobenzoic acid), a sulfur-yellow solid that softens at 158°C, has a melting point of 164°C. It sublimes, is slightly soluble in hot water but freely soluble in glacial acetic acid and alcohol, and yields dithiosalicylic acid [527-89-9] upon exposure to air. 

Reactions. Thiosalicylic acids reacts with ethylmercuric chloride in alcohol and in the presence of sodium hydroxide to yield sodium ethyhnercurithiosalicylate [54-64-8] (thimerosal Merthiolate, EH Lilly and Company) (63) (eq. 12). 

Thiosalicylic acid [147-93-3] M 154.2, m 164-165 . Crystd from hot EtOH (4ml/g), after adding hot distd water (8ml/g) and boiling with charcoal. The hot soln was filtered, cooled, the solid collected and dried in vacuum over P2O5. 

The moist cake is mixed with 27 g. of zinc dust and 300 cc. of glacial acetic acid in a x-1. round-bottom flask, and the mixture is refluxed vigorously for about four hours (Note 4). When the reduction is complete, the mixture is cooled and filtered with suction. The filter cake is washed once with water and then transferred to a i-l. beaker. The cake is suspended in 200 cc. of water and the suspension is heated to boiling. The hot solution is made strongly alkaline by the addition of about 40 cc. of 33 per cent aqueous sodium hydroxide solution. The alkaline solution is boiled for about twenty minutes to insure complete extraction of the product from the filter cake, filtered from the insoluble material (Note 5) and the thiosalicylic acid is then precipitated by the addition of sufficient concentrated hydrochloric acid to make the solution acid to Congo red paper. The product is filtered with suction, washed once with water and dried in an oven at 100-110°. The yield of a product which melts at 162-163° is 110-130 g. (71-85 per cent of the theoretical amount based on the anthranilic add). 

Thiosalicylic acid is used for the preparation of oxythio-naphthen and many thioindigoid dyes. 

Of the several methods described for the production of thiosalicylic acid, only the following are of preparative interest heating of o-halogenated benzoic acids with an alkaline hydrosulfide at i50-200° in the presence of copper or copper salts,1 5 or by substitution of sodium sulfide at 200° 2 by reduction of dithiosalicylic add with glucose,3 or metals 4,5 in alkaline solution. The dithiosalicylic add is prepared by treating diazo-tized anthranilic acid with sodium disulfide in alkaline solution.4... 

Bromothiochroman-4-ones are generally ring opened by hydroxide to thiosalicylic acids,45 with formaldehyde they yield the corresponding 3-epoxy system (25) which can be converted into the 3-hydroxymethyl isomer (26).46 Attempts to convert 25 into benzothiepins via acid-mediated ring expansions have failed, yielding thiochromanones instead.47,48... 

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