Thiazoline-2-thione, reaction with

A-4-Thiazoline-2-thiones can be obtained directly from 2-thiazolyldiazonium tetrafiuoroborate by reaction with an excess of thiourea (9). When 1 1 stoichiometry is used, the adduct (7) can be isolated. Further treatment of 7 with an excess of thiourea leads to the 2-mercaptolhiazole (3) 9). 2-Iminothiazoles 81 when heated at 150°C with CSt sive N-substituted A-4-thiazofine-2-thiones (9) (Scheme 31... 

Nucleophilic reactivity of exocyclic sulfur appears in acidic medium. 2-AryI thiazolyl sulfones are obtained from the corresponding sulfides by oxidation with HjO- in HOAc at 100°C (272). The same oxidation takes place with alkyl sulfides (203. 214, 273-275) and dithiazolylsulfides (129). However, the same reaction with 2-benzylthio derivatives gives benzylal-cohol and the related A-4-thiazoline-2-thione (169). 

Alkyl halides, reaction with, A-4-thiazoline-2-thiones anion, 392, 396 4-Alkylidene-A-2-thiazoline-5-one, 427 Friedel-Crafts reaction on, 428 Grignard reaction on, 429... 

A-2-thiazoline-4-ones, 425 Aryl halides, with 2-hydrazinothiazples, 101 A-4-thiazoline-2-thione anion, 396 Aryl nitroso, reaction with, A-2-thiazoline-4-one, 425... 

Dithiole-3-thione, methylation of, 391 Di-(trimethyisilyl) amine, reaction with A-4-thiazoline-2-thione, 396 Diuretic sulfonamide, 414 Diuretic properties, 150, 152 Dithiobiuret, 85... 

Methyl iodide, reactions with dialkyl-amino-thiazoles, 32. See also Alkylation 4-Methylthiazole, preparation of, from Na/NH3 reduction of 4-methyl-A-4-thiazoline-2-thione, 397 2-Methylthio-3-methylthiazolium salts, as catalyst for methylthiothiazole rearrangement, 406 Methylvinylketone, reaction of, with... 

Retro-Hantzsch, mechanism of, 84, 85, 102 Rhodanine, alkylation of, 419 ambident reactivity of. 419 reaction with aryldiazonium salts, 419 reaction with halogenothiazoles, 79 Rice cultures, 135, 136, 137 Ring-chain tautomerism, 113 Ring opening, of A-2-thiazoline-5-one, 433 Ring transformation, 5 amino-A-4-thiazo-line-2-thione to 4-mercapto-imidazoline-2-thione, 399 5,5-diphenyl-2,4-thiazolidinedithione, to 4,5-diphenyl-A-4-thiazoline-2-thione, 37 3... 

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