1979
DOI: 10.1002/jhet.5570160718
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The synthesis of substituted 2‐aminothiazoles

Abstract: The preparation of 4‐ and 5‐acyl‐ and aroyl‐2‐substituted aminothiazoles is described. The condensation of thioureas with acyl halides leading to 4,5‐disubstituted‐2‐aminothiazoles and 7‐(4H)benzothiazolones is discussed. A discussion of the isolation of various intermediates and the mechanistic pathway is also included. A number of 2‐anilino or 2‐benzyl‐4‐ or 5‐aroylthiazoles possessed moderate oral antitubercolosis activity (2).

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Cited by 27 publications
(2 citation statements)
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“…The Hantzsch thiazole synthesis using the condensation of α-haloketones with thioureas [ 290 , 291 , 292 , 293 , 294 , 295 , 296 , 297 , 298 , 299 , 300 , 301 , 302 , 303 , 304 , 305 ] or thioamides [ 306 , 307 , 308 , 309 , 310 , 311 , 312 , 313 , 314 , 315 , 316 , 317 , 318 , 319 , 320 , 321 ] 129 was es-tablished a century ago [ 290 , 291 ]. It is well-known that during Hantzsch thiazole synthesis an intermediate 130a and/or a cyclic hydroxy isomer 130b is formed ( Scheme 36 ).…”
Section: Reactions Of α-Haloketones With Oxygen Nitrogen and Sulfmentioning
confidence: 99%
“…The Hantzsch thiazole synthesis using the condensation of α-haloketones with thioureas [ 290 , 291 , 292 , 293 , 294 , 295 , 296 , 297 , 298 , 299 , 300 , 301 , 302 , 303 , 304 , 305 ] or thioamides [ 306 , 307 , 308 , 309 , 310 , 311 , 312 , 313 , 314 , 315 , 316 , 317 , 318 , 319 , 320 , 321 ] 129 was es-tablished a century ago [ 290 , 291 ]. It is well-known that during Hantzsch thiazole synthesis an intermediate 130a and/or a cyclic hydroxy isomer 130b is formed ( Scheme 36 ).…”
Section: Reactions Of α-Haloketones With Oxygen Nitrogen and Sulfmentioning
confidence: 99%
“…The Hantzsch thiazole synthesis using the condensation of α-haloketones with thioureas [290][291][292][293][294][295][296][297][298][299][300][301][302][303][304][305] or thioamides [306][307][308][309][310][311][312][313][314][315][316][317][318][319][320][321] 129 was established a century ago [290,291]. It is well-known that during Hantzsch thiazole synthesis an intermediate 130a and/or a cyclic hydroxy isomer 130b is formed (Scheme 36).…”
Section: Thiazoles and Their Fused Derivativesmentioning
confidence: 99%