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ChemicalBook CAS DataBase List 2,2'-Dithiosalicylic acid
119-80-2

2,2'-Dithiosalicylic acid synthesis

10synthesis methods
Dithiosalicylic acid is a carboxylic acid derivative, mainly used as an intermediate for medicine, dyes, fungicides and photoinitiators.  It was prepared from 2-Iodobenzoic acid with potassium sulfide;nickel(II) chloride hexahydrate  by stirring in DMF for 24 h at 110℃.
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Yield:119-80-2 95%

Reaction Conditions:

with potassium sulfide;nickel(II) chloride hexahydrate;acetylacetone;potassium hydroxide in water;N,N-dimethyl-formamide at 110; for 24 h;

Steps:

General procedure for the synthesis of diaryl(dialkyl) disulfides
General procedure: To a stirred mixture of aryl (primary alkyl) halide (2.0 mmol), 0.33 g potassium sulfide (3.0 mmol) and acac (20 mol%) in 2 cm3 DMF (containing a few drops water),NiCl2.6H2O (10 mol%) and then 1.0 g KOH (18.0 mmol) were added and the whole reaction mixture was heated at 110 °C under atmospheric conditions until completion. The progress of the reaction was monitored by TLC. Upon completion of the reaction, the mixture was cooled to room temperature. Then, the pH of mixture was adjusted to 7 with 5 % HCl and filtered. The filtrate was evaporated under vacuum, 20 cm3 ethyl acetate was added and the mixture was washed with H2O (2 x 15 cm3). The combined organic layer was dried over Na2SO4 and filtered to afford the crude diaryldisulfide and dialkyldisulfide, which was purified by preparative chromatography (silica gel, n-hexane:ethyl acetate 20:1; in the case of Table 3, entries 12-15 was 4:1).

References:

Soleiman-Beigi, Mohammad;Arzehgar, Zeinab [Monatshefte fur Chemie,2016,vol. 147,# 10,p. 1759 - 1763]

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