Synthesis and Characterization of Proton Transfer Salts of 2-Aminobenzothiazole Derivatives

Öz

In this study, (E)-4-oxo-4-(3-sulfamoylphenyl)amino)but-2-enoic acid (Habsmal) was first obtained from the reaction of maleic anhydride (mal) with 3-aminobenzenesulfonamide (abs). Then, salts of 2-aminobenzothiazole (abt) (1) and 2-amino-6-ethoxybenzothiazole (EtOabt) (2) were synthesized by Habsmal. In addition, proton transfer salts were obtained from the reactions of 5-sulfosalicylic acid (H3ssa) with 2-amino-6-hydroxybenzothiazole (HOabt) (3) and 2-amino-6-nitrobenzothiazole (NO2abt) (4). The structures of proton transfer salts obtained in amorphous state have been proposed by elemental analysis, NMR (1H and 13C), FT-IR, charge balance and previous studies. According to the results of this analysis, the acid and base association ratios were found to be 1:1

Anahtar Kelimeler

• (E)-4-oxo-4-(3-sulfamoylphenyl)amino)but-2-enoic acid
• 2-Aminobenzothiazole
• 5-Sulfosalicylic acid
• Proton transfer salt

2-Aminobenzotiyazol Türevlerinin Proton Transfer Tuzlarının Sentezi Ve Karakterizasyonu

Öz

Özet Bu çalışmada, önce (E)-4-okso-4-(3-sülfamoyilfenil)amino)büt-2-enoik asit (Habsmal), maleik anhidrit (mal) ile 3-aminobenzensulfonamit’in (abs) tepkimesinden elde edilmiştir. Daha sonra Habsmal ile 2-aminobenzotiyazol (abt) (1) ve 2-amino-6-etoksibenzotiyazol’ün (EtOabt) (2) tuzları sentezlenmiştir. Ayrıca 5-sülfosalisilik asit (H3ssa) ile 2-amino-6-hidroksobenzotiyazol (HOabt) (3) ve 2-amino-6-nitrobenzotiyazol’ün (NO2abt) (4) tepkimelerinden proton transfer tuzları elde edilmiştir. Amorf halde elde proton transfer tuzlarının yapıları, elementel analiz, NMR (1H ve 13C), FT-IR, yük denkliği ve daha önceki çalışmalar ile önerilmiştir. Bu analiz sonuçlarına göre asit ve baz birleşme oranları 1:1 olarak bulunmuştur.

Anahtar Kelimeler

• (E)-4-okso-4-(3-sülfamoyilfenil)amino)büt-2-enoik asit
• 2-Aminobenzotiyazol
• 5-Sülfosalisilik asit
• Proton Transfer Tuzu

Kaynakça

1. [1] In this study, (E)-4-oxo-4-(3-sulfamoylphenyl)amino)but-2-enoic acid (Habsmal) was first obtained from the reaction of maleic anhydride (mal) with 3-aminobenzenesulfonamide (abs). Then, salts of 2-aminobenzothiazole (abt) (1) and 2-amino-6-