Synthesis and characterization of new derivatives of bis(1,4‐diazepinium) salts and bis(γ‐substituted pentamethine cyanine(dyes using vinamidinium salt

Abstract

The preparation of several bis(1,4‐diazepinium) salts from the reaction of three 1,2‐diamines with a bis(vinamidinium) salt is described. Bis(γ‐substituted pentamethine cyanine(dyes are also prepared from the reaction of vinamidinium salt with 1,2‐dimethylquinolinium perchlorate and 1,2,3,3‐tetramethyl‐3H‐indolium perchlorate. Data from elemental analyzes, IR, 1H‐NMR, 13C‐NMR, and mass spectra (MS) confirm the molecular structure of the obtained products.

New-Generation Heterocyclic Bis-Pentamethinium Salts as Potential Cytostatic Drugs with Dual IL-6R and Mitochondria-Targeting Activity

“…p-Bis-pentamethinium salt 5 was obtained as a deep greenish-blue solid in a yield of 79 mg (36%). 1 H and 13 C data were in accordance with the published data [34] Preparation of m-bis-pentamethinium salt 6 from m-bis-vinamidinium salt 2: The compound was prepared using a slightly modified procedure described in the literature [34]. m-Bis-vinamidinium salt 2 (210 mg; 0.4 mmol), 1,2,3,3-tetramethyl-3H-indol-1-ium iodide (602 mg; 2 mmol) and potassium iodide (664 mg; 4 mmol) were mixed in anhydrous ethanol (6 mL).…”

“…Preparation of p-bis-vinamidinium salt 1 [34][35][36]: Phosphorus oxychloride (7 mL; 75 mmol) was added dropwise to dry DMF (15 mL) at 0 • C. The reaction mixture was stirred at room temperature for 30 min. Then, a solution of p-phenylenediacetic acid (2 g; 10 mmol) in DMF (7 mL) was added and the reaction mixture was stirred at 80 • C overnight.…”

“…1 H NMR (DMSO-d 6 ): δ 7.25 (m, 3H), 7.51 (s, 1H), 8.51 (bs, 4H), 10.25 (bs, 2H) ppm. 13 Preparation of p-bis-pentamethinium salt 5 from p-bis-vinamidinium salt 1: The compound was prepared using a slightly modified procedure described in the literature [34]. p-Bis-vinamidinium salt 1 (210 mg; 0.4 mmol), 1,2,3,3-tetramethyl-3H-indol-1-ium iodide (602 mg; 2 mmol) and potassium iodide (664 mg; 4 mmol) were mixed in anhydrous ethanol (6 mL).…”

Synthesis of new allylidene amino phenol-containing Schiff bases and metal complex formation using trimethinium salts

“…[12][13][14][15][16][17][18][19][20][21][22][23] "In this study, our research group was able to prepare bsubstituted trimethinium salts with different R groups (including aryls and heteroaryls) from correspondingly substituted acetic acids, R-CH 2 CO 2 H, with good yields". 24,25 In continuation of this research on applications of trimethinium salts in organic synthesis (Scheme 1), [26][27][28][29][30][31] in this study, we report a new and highly efficient method for the synthesis of a novel class of allylidene amino phenol-containing Schiff bases from the reaction of trimethinium salts and diverse aminophenols in the presence of triethylamine, under catalyst-free conditions in EtOH at reux (Scheme 2).…”

Synthesis of novel Schiff bases as stable enol‐imine‐containing diazene bonds and pyrimidines using trimethinium salts

“…In continuation of our research on the application of trimethinium salts in organic synthesis [22–25], we report herein a simple and highly efficient synthesis of novel Schiff bases as stable enol‐imine‐containing diazene bonds, and new derivatives of pyrimidines from the reaction of trimethinium salts with 4‐aminoazobenzene or benzamidine hydrochloride, respectively. The structure of new compounds was confirmed based on their spectral data ( 1 H NMR, 13 C NMR, IR, UV/VIS, and mass) and elemental analysis.…”