Ammonium phenyl dithiocarbamate

In a 500-cc. round-bottom flask (Note i) fitted with a mechanical stirrer and surrounded by an ice-salt cooling bath, are placed 54 g. (0.71 mole) of carbon disulfide and 90 cc. (1.3 moles) of concentrated ammonium hydroxide (sp. g. 0.9). The stirrer is started and 56 g. (0.6 mole) of aniline (Note 2) is run into the mixture from a separatory funnel at such a rate that the addition is complete in about twenty minutes. The stirring is continued for thirty minutes after all of the aniline has been added, and then the reaction mixture is allowed to stand for another, thirty minutes. During this time a heavy precipitate of ammonium phenyl dithiocarbamate separates and may even stop the stirrer. 

If the reaction is carried out in a beaker, so much ammonia is lost by volatilization that the crystalline ammonium phenyl dithiocarbamate is not formed. The temperature should be from 0-10° to avoid loss of ammonia. 

Phenyl isothiocyanate has been prepared from thiocarbanilide by the action of phosphorus pentoxide, hydrochloric acid, iodine, phosphoric acid, acetic anhydride, and nitrous acid. It has also been prepared from ammonium phenyl dithiocarbamate by the action of ethyl chlorocarbonate, copper sulfate lead carbonate, lead nitrate, ferrous sulfate,and zinc sulfate. ... 

In 1892, Marchesini (94) described the synthesis of 4-phenyl-2-mercaptothiazole (62) by condensing bromoacetophenone with ammonium dithiocarbamate. 

Other sulfur compounds such as thiourea, ammonium dithiocarbamate, or hydrogen sulfide also lead to 2-mercaptothiazoles. Thus thiourea has been used in the syntheses of 4,5-dimethyl (369) and 4-aryl-2-mercapto-thiazoles (Table 11-30) (519). The reactions were carried out by condensing the ia -thiocyanatoketones with thiourea in alcohol and water acidified with hydrochloric acid. By this procedure, 4-aryl-2-mercaptothiazoles were obtained in yields of 40 to 80% with bis-(4-aryl-2-thiazolyl) sulfides as by-products (519). These latter products (194) have also been observed as a result of the action of thiourea on 2-chloro-4-arylthiazole under the same experimental conditions. They can be separated from 2-mercaptothiazoles because of their different degrees of solubility in sodium hydroxide solution at 5%. In this medium bis-(4-phenyl-2-thiazolyl)sulfide is... 

The pyrolysis of the ammonium salts of (styrylvinylsulfonyl)dithiocarbamates gives /V-alkyl-5-phenyl-5,6-dihydro-l,4,2-dithiazin-3-amine 1,1-dioxides 5.34... 

Phenyl-a-naphthylamine (WTR) Polyazelaic polyanhydride Pentamethylene ammonium Al-penta-methylene dithiocarbamate (WTR) Polymethylenepolyphenylene isocy anate see also PMPPI... 

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