Dithiocarbamic acids

The sodium salt of X -2-thiazolyl dithiocarbamic acid (141) is obtained by reaction in NaOH between 2-aminothiazole and CSj (Scheme 93) (305). The product obtained in neutral medium is described as the... 

Substitution of an ester of dithiocarbamic acid such as alkyl or benzyl ester (171), or their salts leads directly to 2-substituted mercaptothiazoles (172) (Scheme 87) (272, 461). Some of these compounds have an antifungal activity (561). 

The N-substituted derivatives (175) are also obtained from salts of N-monosubstituted dithiocarbamic acid (174) (Scheme 89) (35, 348). 

Salts of Ai-substituted dithiocarbamic acid [594-07-0] are used as fungicides (qv) and mbber vulcanization accelerators (see Rubber chemicals). 

Caibon disulfide reacts with piimaiy and secondary amines to yield substituted ammonium salts of N-substituted dithiocarbamic acids, RNHC(S)SNH3R and R2NC(S)SNH2R2 ... 

Dithiobenzoic acid metal complexes, 2, 646 colours, 2, 646 Dithiobiuret metal complexes, 2, 640 Dithiocarbamates chelating resins mineral processing, 6,826 Dithiocarbamic acid metal complexes, 2,585 amine exchange, 1,428 photographic emulsions, 6,98 nickel poisoning, 6,768 tellurium(Il) complexes photothermography, 6,121 Dithiocarbazic acid metal complexes, 2,803 Dithiocarbimic acid metal complexes, 2,588 Dithiocarbimic acid, cyano-metal complexes, 2,808 Dithiocarboxylic acids metal complexes, 2,646 Dithiodiacetic acid metal complexes, 2, 806 Dithiodiketones... 

Due to instability in air, very few free dithiocarbamic acids have been isolated (18). Dithiocarbamates derived from primary amines are... 

Aminocyclopentene-l-dithiocarbamic acid (LH) forms a series of complexes, MIjCM = Ni", Co", or Cu"), in which the ligands are S,S-bonded (427). Diethanoldithiocarbamic acid forms Cu[(HOC2H4)2-NCS2]2, which is a monomeric, planar, CUS4 chromophore in solution, but Cu - S interaction probably occurs between neighboring molecules in the solid state (428). 

Salts of dithiocarbamic acid can be prepared by the addition of primary or secondary amines to carbon disulfide. This reaction is similar to 16-9. Hydrogen sulfide can be eliminated from the product, directly or indirectly, to give isothiocyanates (RNCS). Isothiocyanates can be obtained directly by the reaction of primary amines and CS2 in pyridine in the presence of DCC. ° In the presence of diphenyl phosphite and pyridine, primary amines add to CO2 and to CS2 to give, respectively, symmetrically substituted ureas and thioureas ... 

The key intermediate 2-thioxo-3-phenylquinazohn-4(3H)-one was prepared by adding carbon disulfide and sodium hydroxide solution simultaneously to a vigorously stirred solution of aniline 7 in dimethylsulfoxide over 30 min stirring was then continued for an additional 30 min. Dimethylsulfate was added to the reaction mixture whilst stirring at 5-10°C after which it was stirred for another 2 h and then poured into ice water to obtain a soHd dithiocarbamic acid methylester 6. The compoimd 6 and methylanthranilate 5 when refluxed in ethanol for 18 h yielded the desired 2-thioxo-3-substituted quinazolin-4(3H)-one 4. The product obtained was cycUc and not an open chain thiourea 5a. It was confirmed by its value, high melting point, and its... 

Samples are hydrolyzed with hydrochloric acid and stannous chloride solution at elevated temperature, and the evolved carbon disulfide is drawn with an air steam through two gas washing tubes in series containing lead acetate and sodium hydroxide solutions and an absorption tube containing an ethanolic solution of cupric acetate and diethanolamine. Lead acetate and sodium hydroxide remove hydrogen sulfide and other impurities. In the absorption tube, the carbon disulfide forms two cupric complexes of Af,Af-bis(2-hydroxyethyl)dithiocarbamic acid with molecular ratios Cu CS2 of 1 1 and 1 2. These complexes are measured simultaneously by spectrophotometry at 453 nm. 

Table 5.18. Applications of dithiocarbamate acid derivatives to the preconcentration of... 

Reaction with Carbon Bisulphide.—Ammonia and the primary amines of the aliphatic series combine with carbon bisulphide to form ammonium salts of dithiocarbamic acids, e.g. 

Methyl isocyanate, see Carbaryl, Propoxur Methyl isothiocyanate, see Dazomet Methyl mercaptan, see EPTC. Phorate Methyl(methylaminomethyl)dithiocarbamic acid, see Dazomet... 

Soil. Soil metabolites include formaldehyde, hydrogen sulfide, methylamine, and methyl(methylaminomethyl)dithiocarbamic acid (Hartley and Kidd, 1987), the latter decomposing to methyl isothiocyanate (Ashton and Monaco, 1991 Hartley and Kidd, 1987 Cremlyn, 1991). The rate of decomposition is dependent upon the soil type, temperature, and humidity (Cremlyn, 1991). 

Thiocarbonic Acid. Dithiocarbamic Acid, or Thiolthioncarbamic Acid. Thiocarbamide. 

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