Isothiazole 4- amino-, alkylation

Beckmann rearrangement, 6, 156 Isothiazole, 3-alkoxy-tautomerism, 6, 145 Isothiazole, alkyl-bromination, 5, 58 Isothiazole, 3-alkyl-5-amino-synthesis, 6, 166 Isothiazole, alkylthio-mass spectra, 6, 142 Isothiazole, amino-azo dyes from, 1, 330 tautomerism, 6, 157 Isothiazole, 3-amino-synthesis, 5, 135 tautomerism, 6, 146 Isothiazole, 4-amino-azo dyes from, 6, 175 diazotization, 6, 158 methylation, 5, 95 quaternization, 6, 158 reactions... 

One of the best methods of synthesis of isothiazoles is by direct oxidation of y- iminothiols (169) or their tautomers. The reaction is capable of many ramifications and is represented by the general equation shown in Scheme 27. The substituents represent a wide range of groups. Thus, iminothioamides (169 R = NH2) are oxidized to give 3-alkyl-5-aminoisothiazoles (170 = NH2), amidines (169 R = NH2) produce 3-amino compounds,... 

Isothiazole, 5-acetamido-3-alkyl-nitrosation, 5, 59 6, 148 Isothiazole, 5-acetyl-thiosemicarbazone biological activity, 6, 175 Isothiazole, 4-acetyl-5-amino-3-bromo-synthesis, 6, 166 Isothiazole, 4-acetyl-3-methyl-oxime... 

Bromination 2,4-disubstituted thiazoles at C(5) in good yields utilizes Br2, AcOH <1999T1977>. Isothiazoles with electron-releasing substituents such as amino, hydroxy, or alkoxy in the 3- or 5-positions are brominated in high yield at the 4-position. Alkyl-isothiazoles give lower yields, but 3-methylisothiazole-5-carboxylic acid can be brominated efficiently. Thiazoles with an electron-releasing substituent at the 2- or 4-position are brominated at C(5). 

Isothiazolo[5,4- ]pyridines.—Compounds of this type, i.e. (37 R = alkyl), may be readily obtained by the reaction of 5-amino-isothiazoles with EtOCH=CRCHO. ... 

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