Journal of the Chinese Chemical Society · 2002 · 32 citations · 11 references
PharmacyChemistryMedicinal ChemistryDrug DiscoveryOrganic ChemistrySynthetic Medicinal ChemistryMacrocycle SynthesisSafer Chemical Synthesis
Abstract Thiophosgenation of sulfonamides 1a‐c in the presence of dilute HCl at room temperature furnished the isothiocyanatosulfonamides 2a‐c and treatment with aromatic amines gave 1,3‐disubstituted thioureas 3a,b . Also, interaction of two molecules of 2c with 1,4‐phenylenediamine yielded the novel bisthiourea 4 . Cyclocondensation of 2 with ortho amino carboxylic acid compounds such as anthranilic acids 8 , 5‐amino‐1‐phenyl‐pyrazol‐4‐carboxylic acid 9 and 4,5,6,7‐tetrahydro‐2‐amino‐benzo[b]thiophene‐3‐carboxylic acid 10 furnished the fused thiopyrimidines 11a‐d, 12 and 13 , respectively. 2‐Anilinobenzoazole derivatives 15a‐c, 16a, b and 17a,b were obtained through cyclocondensation of 2 with 1,2‐dinucleophiles.
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Claudiu T. Supuran, Andrea Scozzafava, Bogdan Jurcă et al. · European Journal of Medicinal Chemistry · 1998 · 156 citations
Heinz F. Eichenwald · Hospital Practice · 1972 · 115 citations