Synthèse de quelques dérivés du tétrahydro-4,5,6,7 benzothiazoline-Δ<sup>2α</sup>-acétate d'éthyle

Laliberté, Réal; Warwick, Hilda; Médawar, Georges

doi:10.1139/v68-603

Cited by 7 publications

(2 citation statements)

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“…The reaction mixture was then left at room temperature for 2 h and the solid product so formed was collected by filtration, crystallized from the proper solvent. (8). To a suspension of 7 (0.005 mol) in ethanol (20 ml), 4 ml of formaldehyde solution (40%) was added.…”

Section: -(Benzalacetanilido-a-yl) -2-(dicyanomethylene) -23-dihydrmentioning

confidence: 99%

γ-BROMOACETOACETANILIDES IN HETEROCYCLIC SYNTHESIS: A CONVENIENT SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED 2,3-DIHYDROTHIAZOLE, PYRIDIN-2-ONE, 1,2,3-TRIAZINE, OXAZOLO[3,4-b]PYRIDINE AND PYRAZOLO[3,4-b]PYRIDINE DERIVATIVES

Mohareb

Abdel‐Sayed

Sherif

1991

Phosphorus, Sulfur, and Silicon and the Related Elements

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The active methylene reagents la-d reacted with phenyl isothiocyanate in basic DMF at room temperature to yield the non-isolable 1:l adducts 2a-d. In-situ cyclization of the latter with y-bromoacetoacetanilides afforded the 2,3-dihydrothiazoles 3a-h. The reactivity of 3a towards a variety of chemical reagents has been undertaken. Thus, on smooth alkaline hydrolysis, with benzaldehyde and with benzenediazonium chloride, the thiazole derivatives 4, 5, 7 and 9 were obtained. With acetylacetone, malononitrile, ethyl cyanoacetate and cinnamonitriles it gave the corresponding thiazol-4-yl-pyridine derivatives 10, 11, 12, and 13 respectively. 13 Reacted with hydroxylamine hydrochloride and phenyl hydrazine to give the corresponding fused ring systems 15 and 17 respectively.

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Section: -(Benzalacetanilido-a-yl) -2-(dicyanomethylene) -23-dihydrmentioning

confidence: 99%

γ-BROMOACETOACETANILIDES IN HETEROCYCLIC SYNTHESIS: A CONVENIENT SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED 2,3-DIHYDROTHIAZOLE, PYRIDIN-2-ONE, 1,2,3-TRIAZINE, OXAZOLO[3,4-b]PYRIDINE AND PYRAZOLO[3,4-b]PYRIDINE DERIVATIVES

Mohareb

Abdel‐Sayed

Sherif

1991

Phosphorus, Sulfur, and Silicon and the Related Elements

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“…Nunmehr wurde die Umsetzung der aciden Thioamide a-CyanmelonsLureiithylester-thioanilid 1 [7,8], a, a-Dicyanthioacetanilid 2 sowie a , cc-Dicyanthioessigsiiure-methylamid 3 [9] mit Triiithylamin, Pyridin und Anilin untersucht.…”

unclassified

Salzbildung acider Thioamide

Kunzek

Voigt

Nesener³

et al. 1977

J. Prakt. Chem.

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Synthesen von C‐Nucleosiden und C‐Nucleosidanaloga. I. Darstellung von 1‐(D‐galacto‐2,3,4,5,6‐Pentakisacetoxyhexanoyl)‐3‐alkyl‐ oder arylamino‐6,6‐dimethyl‐4,5,6,7‐tetrahydro‐benzo[c]thiophen‐4‐onen

et al. 1983

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Syntheses of C‐Nucleosides and Analogs of C‐Nucleosides. I. Preparation of 1‐(D‐galacto‐2,3,4,5,6‐Pentakisacetoxy‐hexanoyl)‐3‐alkyl‐or arylamino‐6,6‐dimethyl‐4,5,6,7‐tetrahydro‐benzo[c] thiophene‐4‐ones 2‐(Alkyl‐ or Arylamino‐mercapto‐methylen)‐5,5‐dimethyl‐cyclohexane‐1,3‐diones 1 react in alkaline medium with 3,4,5,6,7‐penta‐O‐acetyl‐1‐bromo‐1‐deoxy‐D‐galacto‐heptulose 2b to give the title compounds 6d‐g.

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Synthèse de quelques dérivés du tétrahydro-4,5,6,7 benzothiazoline-Δ^2α-acétate d'éthyle

Cited by 7 publications

References 1 publication

γ-BROMOACETOACETANILIDES IN HETEROCYCLIC SYNTHESIS: A CONVENIENT SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED 2,3-DIHYDROTHIAZOLE, PYRIDIN-2-ONE, 1,2,3-TRIAZINE, OXAZOLO[3,4-b]PYRIDINE AND PYRAZOLO[3,4-b]PYRIDINE DERIVATIVES

γ-BROMOACETOACETANILIDES IN HETEROCYCLIC SYNTHESIS: A CONVENIENT SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED 2,3-DIHYDROTHIAZOLE, PYRIDIN-2-ONE, 1,2,3-TRIAZINE, OXAZOLO[3,4-b]PYRIDINE AND PYRAZOLO[3,4-b]PYRIDINE DERIVATIVES

Salzbildung acider Thioamide

Synthesen von C‐Nucleosiden und C‐Nucleosidanaloga. I. Darstellung von 1‐(D‐galacto‐2,3,4,5,6‐Pentakisacetoxyhexanoyl)‐3‐alkyl‐ oder arylamino‐6,6‐dimethyl‐4,5,6,7‐tetrahydro‐benzo[c]thiophen‐4‐onen

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Synthèse de quelques dérivés du tétrahydro-4,5,6,7 benzothiazoline-Δ2α-acétate d'éthyle

Cited by 7 publications

References 1 publication

γ-BROMOACETOACETANILIDES IN HETEROCYCLIC SYNTHESIS: A CONVENIENT SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED 2,3-DIHYDROTHIAZOLE, PYRIDIN-2-ONE, 1,2,3-TRIAZINE, OXAZOLO[3,4-b]PYRIDINE AND PYRAZOLO[3,4-b]PYRIDINE DERIVATIVES

γ-BROMOACETOACETANILIDES IN HETEROCYCLIC SYNTHESIS: A CONVENIENT SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED 2,3-DIHYDROTHIAZOLE, PYRIDIN-2-ONE, 1,2,3-TRIAZINE, OXAZOLO[3,4-b]PYRIDINE AND PYRAZOLO[3,4-b]PYRIDINE DERIVATIVES

Salzbildung acider Thioamide

Synthesen von C‐Nucleosiden und C‐Nucleosidanaloga. I. Darstellung von 1‐(D‐galacto‐2,3,4,5,6‐Pentakisacetoxyhexanoyl)‐3‐alkyl‐ oder arylamino‐6,6‐dimethyl‐4,5,6,7‐tetrahydro‐benzo[c]thiophen‐4‐onen

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Synthèse de quelques dérivés du tétrahydro-4,5,6,7 benzothiazoline-Δ^2α-acétate d'éthyle