Pyrazole Derivatives Part III Synthesis of Novel Naphtho[1,2‐c]pyrazolebenzenesulfonylureas, Thioureas and Their Cycllzed Derivatives

Abstract

Substituted p-(naphtho[I,2-c]pyrazol-2-yJ)benzenesulfonylurea and thiourea derivatives 5·7 were prepared in three series. Cyclization of the thioureido group of compounds 7 by treating with ethyl bromoacetate, ethyl~-bromopropionateand n-bromoacetopbenone afforded the corresponding thiazolidinone, thiazinone and thiazoline derivatives 8, 9 and 10 respectively.

4-(3-Phenyl-3,3a,4,5-tetrahydro-2H-benzo[g]indazol-2-yl)benzenesulfonamide ethanol monosolvate

“…The title compound, (I), reported previously in the literature (Faidallah & Makki, 1994), comprises a benzenesulfonamide unit which is grafted to a chemotherapeutic heterocycle pyrazole derivative, and therefore is a compound which is anticipated to exhibit enhanced activities .…”

“…For a previous synthesis, see : Faidallah & Makki (1994). For the biological activity of related compounds, see: .…”

Fused heterocycles 11.1 Synthesis of tricyclic fused pyrazolines by the reaction of 3-arylidenechromanones and 3-arylidene-1-thiochromanones with hydrazine

“…6,7 Synthesis of tricyclic fused pyrazolines by the reaction of exocyclic α,β-unsaturated ketones and hydrazines has also been studied by several research groups. 1,[8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25] As a continuation of our activity on the investigation of the reaction of …”

Synthesis of exocyclic α,β-unsaturated ketones

“…[8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23] Another versatile utilization is the reaction of exocyclic α,β-enones with dinucleophiles to afford polycyclic fused ring systems, e.g. tricyclic pyrazolines, [23][24][25][26][27][28][29][30][31][32][33][34][35][36] tetracyclic benzothiazepines, [37][38][39][40] tetracyclic benzodiazepines, 41,42 thiazines, [43][44][45][46] pyrimidines, 47-50 quinazolines [51][52][53][54][55][56][57][58][59] and so on. In the present review article the most common and useful procedures for the preparation of select...…”