Thiazole 2-methyl-4-nitro

Hydroxy-4-methyl-5-(4-nitro-phenylthio)-aus 2-Hydroxy-4-methyl-l,3-thiazol/4-Nitro-bcnzolsulfenyl-chlorid/Bis-[4-nilro-phenyl]-disulfid 249... 

Thiazole, 2-methylthio-4-isopropyl-thermodynamic data, 6, 291 (79HC(34-2)1, p. 407) Thiazole, 2-methylthio-4-methyl-thermodynamic data, 6, 291 (79HC(34-2)1, p. 407) Thiazole, 2-nitro-PE, 6, 240 <79HC(34-1)26, p. 52)... 

Reduction of 2.4-dimethyl-5-nitrothiazole with activated iron gives a product that after acetylation yields 25% 2.4-dimethyl-5-acetamido-thiazole (58). The reduction of 2-methyl 5-nitrothiazole is also reported (351 to give a mixture of products. The nitro group of 2-acetylhydrazino-5-nitrothiazole is reduced by TiCl in hydrochloric acid or by Zn in acetic acid (591. 

Thiazole, 5-amino-4-ethoxycarbonyl-2-methyl-synthesis, 6, 306 Thiazole, 2-amino-4-(2 -furyl)-bromination, 6, 256 Thiazole, 2-amino-4-hydroxy-synthesis, 6, 296 Thiazole, 5-amino-2-hydroxy-synthesis, 6, 301 Thiazole, 5-amino-2-mercapto-synthesis, 6, 301 Thiazole, 2-amino-4-methyl-alkylation, 6, 256 synthesis, 6, 300 Thiazole, 2-amino-5-nitro-antiparasitic activity, 1, 180... 

Methyl-2-(2-methyl-thiazol-4-yl)-5-nitro-imidazol862 Man riihrt cine Suspension von 210 mg (1 mmol)... 

Methyl-thiazol-4-yl)-4(5)-nitro-imida/.olin 20 w/Diethylether miteinem UberschuB Diazomethan 14 h bei 20°. Dann wird filtriert, das Losungsmittcl i. Vak. entfernt und der Riickstand aus Methanol umkri-stallisiert Ausbeute 146 mg (65%) Schmp. 144°. 

Azine approach. The parent cation and substituted derivatives are available by acid-catalyzed cyclization of 2-/3-oxoalkylthiopyridines (401) using an acid such as sulfuric, phosphoric or PPA. Chloro or nitro substituents in the pyridine ring do not seriously interfere (66JHC27). The cyclization of 3-hydroxypyridine analogues (402) is also at the nitrogen to yield the thiazole derivatives. The cyclization, however, is sensitive to the peri interaction between 3- and 5-substituents. In 3,5-dimethyl derivatives (403 R2 = R3 = Me) the steric repulsion is apparent by the unusually low field signals for the methyl protons <81H(15)1349>. 

Z)-3-(2-Choro-l,3-thiazol-5-ylmethyl)-5-methyl-l,3,5-oxadiazinan-4-ylidene(nitro)Amine... 

Thiazol 2-Amino-4-methyl-5-(4-nitro-phenylazo)- E16d, 40 (Azokupplung)... 

Thiazol 2-Acetylamino-4-methyl-5-(4-nitro-pheny thio)-XI/1, 834... 

The complexes ML2, where M = Co, Cu, Ni, Zn HL = 2-hydroxy-5-(chloro/ nitro)-benzaldehyde[4-(3-methyl-3-mesitylcyclobutyl)-l,3-thiazol-2-yl]hydra-zone, give IR spectra indicating chelation of L through azomethine N and phenolate O atoms.509 Coordination of the 5-(2 -carboxyphenylazo)-8-hydro-xyquinoline to Co, Ni, Cu or U022+ via CN, N=N, COOH and OH was shown by IR spectroscopy.510 IR data for M(II) (=Co, Ni, Cu, Zn) complexes of A -salicyloyl-A"-/)-hydroxythiobenzohydrazide and related ligands show coordination by thiolato S, enolic O and two hydrazine N atoms.511... 

Imidazole is much more reactive towards nitration than thiazole, snbstitution taking place via the salt, as does nitration of alkyl-thiazoles. Thiazole itself is nntonched by nitric acid/oleum at 160 °C, but methyl-thiazoles are sufficiently activated to undergo substitntion, the typical regioselectivity being for formation of more 5-nitro than 4-nitro derivatives the 2-position is not attacked 4,5-dimethylimidazole is resistant to nitration. The much less reactive oxazoles do not nndergo nitration. 

Bei der Synthese von 4-Amino-2-methylthio-l,3-thiazolen aus 4-Nitro-l-(methylthio-thiocarbonyl)-guanidin und Halogen-methyl-Verbindungen wird formal Nitroamin abgespal-ten. Mit 1,3-Dichlor-aceton kann die Reaktion zweimal ablaufen, so daB Bis-[l,3-thiazol-5-yl]-ketone entstehen ... 

Azido-4-methyl-5-(5-nitro-2-furyl)-l,3-thiazol 61% Schmp. 128-130°... 

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