Synthesis and reactions of “biginelli‐compounds”. Part I

Chemistry of α-oxoesters: a powerful tool for the synthesis of heterocycles.

A process for the preparatiion of an amine which comprises reacting a primary or secondary alcohol and a nitrogen compound selected from the group consisting of ammonia and primary and secondary amines, at temperatures of from 80° to 250° C and pressures of from 1 to 400 bar using hydrogen in the presence of a zirconium/copper/nickel catalyst, wherein the catalytically active material contains from 20 to 85 wt % of oxygen-containing zirconium compounds, calculated as ZrO 2 , from 1 to 30 wt % of oxygen-containing compounds of copper, calculated as CuO, from 30 to 70 wt % of oxygen-containing compounds of nickel, calculated as NiO, from 01 to 5 wt % of oxygen-containing compounds of molybdenum, calculated as MoO 3 and from 0 to 10 wt % of oxygen-containing compounds of aluminum and/or manganese, calculated as Al 2 O 3 or MnO 2 , respectively

Preparation of amines

New methodology for the preparation of quinazoline derivatives via tandem aza-Wittig/heterocumulene-mediated annulation. Synthesis of 4(3H)-quinazolinones, benzimidazo[1,2-c]quinazolines, quinazolino[3,2-a]quinazolines and benzothiazolo[3,2-c]quinazolines

Molecular modeling study and synthesis of novel pyrrolo[2,3-d]pyrimidines and pyrrolotriazolopyrimidines of expected antitumor and radioprotective activities.

Zur Untersuchung der Struktur-Wirkungs-Beziehungen von Substanzen der Naphtho[1,2-d]thiazolo[3,2-a]pyrimidin-Reihe wurden die Titel-Verbindungen 5a–d zusatzlich zu den fruher beschriebenen 2-Oxo-Derivaten dargestellt. Die Darstellung erfolgte durch nucleophilen Angriff von 2-Aminonaphtho[1,2-d]thiazol (2) auf die entsprechenden β-Keto-Ester 3a–d. Die Produkte zeigten anders als die 2-Oxo-Derivate keine hypotensive Wirkung an normotensiven Ratten. Jedoch zeigten sie eine bemerkenswerte diuretische Aktivitat nach p.o. Verabreichung von 10–30 mg/kg bei den gleichen Tieren. Die Wirkung dauerte in den meisten Fallen mehr als funf Stunden.



Synthesis and Bioactivities of Some Derivatives of Naphtho[1,2-d]thiazolo[3,2-a]pyrimidin-4-one



In continuing the study of the structure-activity relationships of compounds of the naphtho[1,2-d]thiazolo[3,2-a]pyrimidine series, the 4-oxo derivatives 5a–d were synthesized in addition to the 2-oxo compounds reported previously. The synthesis was accomplished by nucleophilic attack of 2-aminonaphtho[1,2-d]thiazole (2) on the corresponding β-keto esters 3a–d. Unlike the 2-oxo derivatives, the products showed no hypotensive effect on normotensive rats. However, all compounds exhibited a pronounced diuretic activity in the same animals after oral administration of 10–30 mg/kg. The activity persisted in most cases for more than five hours.

Synthese und Bioaktivitäten einiger 2‐Oxo‐naphtho[1,2‐d]thiazolo‐[3,2‐a]pyrimidin‐Derivate

Studies on quinazolinones. 2. Synthesis of 2-(4-benzylpiperazin-1-ylmethyl)-2,3-dihydro-5H-oxazolo[2,3–6]quinazolin-5-one and -2,3-dihydro-5H-thiazolo[2,3-b]quinazolin-5-one†

Cyclocondensation of 3-amino-2-iminonaphtho[1,2-d]-thiazole with α-ketocarboxylic acid derivatives: Synthesis of 2-substituted 3-Oxo-3H-naphtho[1′,2′:4,5]thiazolo-[3,2-b][1,2,4]triazines as potential anti-HIV agents

[Synthesis and bioactivities of some derivatives of naphtho[1,2-d]thiazolo[3,2-a]pyrimidin-4-one].

Reactions of 2-aminothiobenzamide with isocyanates: A new synthesis of 2, 3-dihydroimidazo[1, 2-c]quinazolin-5(6H)-one and 3, 4-Dihydro-2H-pyrimido[1, 2-c]quinazolin-6(7H)-one

Kang-Chien Liu

Papers

Synthese und Bioaktivitäten einiger 2‐Oxo‐naphtho[1,2‐d]thiazolo‐[3,2‐a]pyrimidin‐Derivate

Studies on quinazolinones. 2. Synthesis of 2-(4-benzylpiperazin-1-ylmethyl)-2,3-dihydro-5H-oxazolo[2,3–6]quinazolin-5-one and -2,3-dihydro-5H-thiazolo[2,3-b]quinazolin-5-one†

Cyclocondensation of 3-amino-2-iminonaphtho[1,2-d]-thiazole with α-ketocarboxylic acid derivatives: Synthesis of 2-substituted 3-Oxo-3H-naphtho[1′,2′:4,5]thiazolo-[3,2-b][1,2,4]triazines as potential anti-HIV agents

[Synthesis and bioactivities of some derivatives of naphtho[1,2-d]thiazolo[3,2-a]pyrimidin-4-one].

Reactions of 2-aminothiobenzamide with isocyanates: A new synthesis of 2, 3-dihydroimidazo[1, 2-c]quinazolin-5(6H)-one and 3, 4-Dihydro-2H-pyrimido[1, 2-c]quinazolin-6(7H)-one