Sodium hydrogen sulphide

CfiHsNjOs. Red needles m.p. 168-169°C. Soluble in dilute acids and alkalis. Prepared by reduction of picric acid with sodium hydrogen sulphide, ft is used for the preparation of azodyes, which can be after-chromed by treatment with metallic salts owing to the presence of a hydroxyl group ortho to the amino-group. 

Disodtum hydrogenphosphate Sodun hydroxide SodHm hydrogensuijphite Sodium hydrogen sulphide Metaphosphoricacid Hydrogen... 

The preparation of thiols by nucleophilic displacement reactions using aqueous potassium or sodium hydrogen sulphide under catalytic conditions is not particularly effective. A limited number of simple alkane thiols have been obtained under mild and neutral conditions in moderate yield (70-80%) from the reaction of bis(n-butyltin) sulphide with bromoalkanes in the presence of a ca. twofold amount of tetra-n-butylammonium fluoride [1], but there has been no exploitation of this procedure. 

Alkali sulphides 8 and polysulphides 9 on suitable oxidation give rise to thiosulphates the formation of thiosulphate by the action of sulphur dioxide 10 on an alkali sulphide may be considered as a special case of this class or a modification of the method given first above. If aqueous solutions of sodium hydrogen sulphide and sodium hydrogen... 

Dissolve 6.7g (0.04 mol) of m-dinitrobenzene in 50 ml of hot methanol in a 250-ml round-bottomed flask and add, with shaking, the previously prepared methanolic solution of sodium hydrogen sulphide. Attach a reflux condenser and boil the mixture for 20 minutes ignore any further sodium carbonate which may precipitate. Allow the reaction mixture to cool and fit the condenser for distillation. Distil off most of the methanol (100-120 ml) from a water bath. Pour the liquid residue with stirring into about 200 ml of cold water. Collect the yellow crystals of m-nitroaniline by suction, wash with water and recrystallise from 75 per cent aqueous methanol. The yield of bright yellow crystals, m.p. 114 °C, is 3.7 g (69%). 

The alcohol is purified by shaking with aqueous potassium hydroxide and extracting with diethyl ether that has been freed from peroxides with silver nitrate and sodium hydroxide. After being washed, the extract is treated with saturated sodium hydrogen sulphide solution, filtered, washed and dried over potassium carbonate. After removal of the ether, the alcohol is distilled under reduced pressure and the middle fraction dried over lime that has been burned in an atmosphere of nitrogen. 

A quantitative yield of sodium monosulphide is obtained by heating sodium hydrogen sulphide very gradually, the evolved hydrogen sulphide being continually removed 10... 

Sabatier prepared the tetrasulphide by heating the monosulphide with excess of sulphur in a current of hydrogen or its sulphide, the product consisting of transparent red crystals. Rule and Thomas8 found the tetrasulphide to be the only definite compound produced by the action of sulphur on an alcoholic solution of sodium hydrogen sulphide ... 

Sodium hydrogen sulphide, NaSH.—When benzene or ether is added to a concentrated solution of sodium ethoxide in alcohol saturated with hydrogen sulphide, a quantitative yield of anhydrous sodium hydrogen sulphide is obtained ... 

The salt crystallizes from the solution as the monodinic pentahydrate, the ordinary commercial form. It is obtained in the anhydrous state by oxidizing dry sodium hydrogen sulphide with air at 100° to 150° C. 2... 

A detailed description was given [93) for making picramic acid from picric acid and sodium hydrogen sulphide at 50 55 C with a yield of 88 90. ... 

The reaction of enamines with iminium ions provides access to substituted j3 amino aldehydes and ketones (Scheme 61). In a similar manner the Mannich reaction gives access to oc,) -unsaturated aldehydes or -amino ketones (Scheme 62). Enamines undergo the Vilsmeier reaction to give a-formyl ketones Solvolysis of the Vilsmeier salt with aqueous or alcoholic sodium hydrogen sulphide produces an enamino thioaldehyde. The use of A-dichloromethylene-A,A -dimethylammonium chloride gives tertiary /5-ketoamides (Scheme 63). Iminoalkylation of enamines with nitrilium salts provides access to enamino ketones and j3-diketones (Scheme 64). 

Chlorine atom replacement by a thione group proceeds quite readily when 4-chloro-IcP is treated with sodium hydrogen sulphide in methanol (66JMC105). 

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