Potassium hydrosulfide

A solution of 64.9 g. (I mole) of 86.5% potassium hydroxide (Note I) in 28 ml. of water is cooled in an ice bath, saturated with hydrogen sulfide, and flushed with nitrogen to ensure complete removal of excess hydrogen sulfide (Notes 2 and 3). The freshly prepared potassium hydrosulfide solution is diluted with 117 ml. of water and stirred under nitrogen at 55-60°. Then 95.3 g. (0.5 mole) of finely ground tosyl chloride (Note 3) is introduced in small portions at a uniform rate so that the reaction temperature is maintained at 55-60° (Note 2). A mildly exothermic reaction ensues, and the solution becomes intensely yellow. After about 90 g. of tosyl chloride has been introduced, the yellow color disappears, and the dissolution of the chloride ceases. The reaction mixture is rapidly filtered with suction through a warmed funnel, and the filtrate is cooled several hours at 0-5°. The crystals of potassium... 

Hydrogen sulfide is undesirable because its presence can lead to the formation of potassium p-toluenesulfinate. The latter can be formed by the desulfurization of thiotosylate by hydrogen sulfide generated in the reaction of potassium hydrosulfide with tosyl chloride. Attention should be directed toward control of the reaction temperature so that hydrogen sulfide is rapidly removed, thereby ensuing survival of the S—S bond of the thiotosylate. p-Toluenesulfinate ion can displace bromide to form stable sulfones which are less soluble in common solvents, such as benzene, than trimethylene dithiotosylate. Therefore, purification of the dithiotosylate contaminated with the sulfones is difficult to achieve by means of fractional recrystallization. 

Toluenesulfinic acid and its salts have been prepared by three general methods (1) The reduction of the sulfonyl chloride. The reagents which have been used for this arc sodium amalgam,1 zinc dust in alcohol or water,2 sodium sulfite,3 sodium sulfide,4 potassium hydrosulfide 5 (the thio acid being first formed) and sodium arsenite.6 (2) From toluene by the Friedel and Crafts reaction, using either sulfur dioxide and hydrogen chloride 7 or sulfuryl chloride.8 (3) From -toluidine by diazotization and... 

Synonyms potassium hydrosulfide potassium hydrogen sulfide potassium... 

Phenylacetamide has been obtained by a wide variety of reactions from benzyl cyanide with water at 250-260° 6 from benzyl cyanide with water and cadmium oxide at 240° 6 from benzyl cyanide with sulfuric acid 7 8 by saturation of an acetone solution of benzyl cyanide with potassium hydrosulfide 9 from benzyl cyanide with sodium peroxide 10 by electrolytic reduction of benzyl cyanide in sodium hydroxide 11 from ethyl phenyl-acetate with alcoholic 12 or aqueous 13 ammonia from phenyl-acetic acid with ammonium acetate 14 or urea 15 from diazoacetophenone with ammoniacal silver solution 16 from phenyl-acetic acid imino ether hydrochloride and water 17 from acetophenone with ammonium poly sulfide at 215° 18 from benzoic acid 19 and by heating the ammonium salt of phenyl-acetic acid.20... 

The method described is adapted from the procedures of Kym 3 and Engelhardt, Latschinoff, and Malyscheff.4 Thio-benzoic acid has been prepared by the reaction of benzoyl chloride with potassium sulfide,4 hydrogen sulfide in pyridine,6 6 and magnesium bromide hydrosulfide.7 It is formed from dibenzoyl disulfide with potassium hydrosulfide,4 potassium hydroxide,4 8 and ammonia.9 It is also formed from dibenzoyl sulfide, from phenyl benzoate, and from benzoic anhydride with alcoholic potassium hydrosulfide.4 It has been obtained from dibenzoyl sulfide and hydrogen sulfide,10 carbon oxysulfide and phenyl-magnesium bromide,11 12 dibenzyl disulfide and sodium ethoxide,13 benzyl chloride and sulfur in the presence of potassium hydroxide,14 and benzylthiosulfuric acid and alkali.18 16... 

Ethanedithiol has been prepared from ethylene dichloride or ethylene dibromide and alcoholic potassium hydrosulfide from ethylene dibromide and alcoholic sodium hydrosulfide from ethylene dichloride or ethylene dibromide and alcoholic sodium hydrosulfide under pressure from ethylene dibromide and thiourea and by the catalytic hydrogenation with cobalt trisulfide or nickel-on-kieselguhr of the mixture resulting from the reaction of ethylene and sulfur. The present method is a modification of one described by Mathias. ... 

Dichloropyrimido[4,5- ]pyridazines react readily with amines, potassium hydrosulfide, sodium azide (72CPB1528) and alkoxides (72CPB1522) to give the corresponding disubstituted amines, thiones, azides and alkoxides, respectively. Hydrolysis of the starting compounds (88) with 1% sodium hydroxide yields a mixture of the chloro products (89) and (90) (72YZ1312). 

Diethyl mercaptoacetal has been prepared by treating diethyl bromoacetal with potassium hydrosulfide 3 by the reduction of 1,1,11 -tetraethoxyethyl disulfide 3 with lithium aluminum hydride by reduction of 1,1-diethoxyethyl benzyl sulfide,3 41,1,1/,1/-tetraethoxyethyl disulfide,3 and 1,1,1, 1 -tetracthoxyethyl polysulfide 3 with sodium and liquid ammonia. The method described is adapted from the last-named preparation. Dimethyl mercaptoacetal has been prepared by the same methods.3... 

Treatment of 4,6-dichloro-3-methylisoxazolo[5,4-6]pyridine (175) with potassium hydrosulfide led only to the nucleophilic displacement of the 4-chloro moiety (Equation (11)). The H NMR spectrum of the product (176) showed an exchangeable signal at <5 4.09 indicating that the major tautomer was the 4-thiol rather than the 4-thione. 

Potassium cyanide chlorphoxim, dichlobenil, esfenvalerate, ethylchlozate, fenvalerate, nipyraclofen, oxabetrinil, penconazole, phoxim, triclopyr, see PCBA Potassium fluoride teflubenzuron Potassium hydrosulfide fenothiocarb, methoprotryne Potassium phthalimide hexythiazox... 

Thiolacetic acid has been prepared from acetic acid and phosphorus pentasulfide 5 from acetyl chloride and potassium hydrosulfide 7 by the hydrolysis of diacetyl sulfide 8 from acetic anhydride and hydrogen sulfide 3-49 and from acetyl chloride and hydrogen sulfide in the presence of aluminum chloride.10 The procedure described 9 differs from other procedures employing acetic anhydride and hydrogen sulfide 3-4 most importantly in the use of alkaline rather than acidic catalysts, which the submitter found to cause slower absorption of hydrogen sulfide under pressure and to yield considerable diacetyl sulfide in addition to thiolacetic acid. 

Preparation. Potassium thiolosylate is prepared by the reaction of potassium hydrosulfide with tosyl chloride. This is then treated with trimethylene dibromide to give the reagent. 

Potassium hydrosulfide in water can also be used for this purpose, e.g. formation of 9. ... 

Potassium ethyl xanthate, 837 Potassium ferricyanide, 409,9J9-933,1239 Potassium fluoride, 375, 933-935 Potassium hydride in oil, 935 Potassium hydrosulfide, 935 Potassium hydroxide, 935-937 Potassium hydroxide-Acetone, 938 Potassium hypochlorite, 488, 938 Potassium manganate, 938-939 Potassium 2-methyl-2-butoxide, 574, 905, 939-940... 

Potassium hydrosulfide, KSH. Zinner describes a detailed preparation of an ethan-olic solution and a procedure for its use for reaction with alkyl bromides to form alkylmercaptans, for example CH3CH2SH (89%) (CHa CHSH (79%) CsHsCHj SH (85%) HSCH2CH2SH (69%). 

Derivation Mixing amyl bromide and potassium hydrosulfide in alcohol. 

Bromination of s-triazolo[l,5-aJpyrazine with bromine in methylene chloride gives the 5-bromo compound 13. The bromine atom is readily displaced by different nucleophiles to give various 5-substituted derivatives. Potassium hydrosulfide in ethanol at room temperature afforded the... 

Methyl hydrosulfid— Methyl mercaptan—H,CH,SH— is a very offensive liquid formed by distilling together calcium methyl-sulfate and potassium hydrosulfid. 

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