Synthesis of Surfactants Derived from 2-Mercaptobenzimidazole and Study of Their Acute Toxicity and Analgesic and Psychotropic Activities

Table 1

Spectral data ¹H NMR, ¹³C NMR, and mass spectrometry.

Products	^1H NMR spectrum (δ in ppm and J in Hz)	^13C NMR spectrum (δ in ppm and J in Hz)	Mass spectrum M^+ (m/z)	Yields (%)
1,3-Dioctyl-2-(octylthio)-1H-benzimidazolium bromide 2	0.85 (6H, m, CH3); 1.24–1.86 (36H, m, CH2); 3.38 (t, 2H, SCH2, J = 13.8); 4.29 (t, 2H, NCH2, J = 15.3); 7.18–7.26 (4H, m, H Ar)	14.1 (CH3); 22.6–32.9 (CH2); 34.1 (SCH2); 44.8(NCH2); 109.1–132.1 (C Ar); 168.9 (C=N)	487	90
1,3-Dinonyl-2-(nonylthio)-1H-benzimidazolium bromide 3	0.85 (6H, m, CH3); 1.24–1.86 (36H, m, CH2); 3.38 (t, 2H, SCH2, J = 13.8); 4.29 (t, 2H, NCH2, J = 15.0); 7.17–7.26 (4H, m, H Ar)	14.1 (CH3); 22.6–32.9 (CH2); 34.0 (SCH2); 44.8 (NCH2); 109.0–132.1 (C Ar); 169.0 (C=N)	529	85
1,3-Didecyl-2-(decylthio)-1H-benzimidazolium bromide 4	0.84 (6H, m, CH3); 1.22–1.84 (36H, m, CH2); 3.36 (t, 2H, SCH2, J = 13.8); 4.27 (t, 2H, NCH2, J = 15.3); 7.16–7.40 (4H, m, H Ar)	14.1 (CH3); 22.7–32.8 (CH2); 33.9 (SCH2); 44.8 (NCH2); 108.9–132.1 (C Ar); 169.1 (C=N)	571	82
1,3-Didodecyl-2-(dodecylthio)-1H-benzimidazolium bromide 5	0.87 (6H, m, CH3); 1.25.1.86 (36H, m, CH2); 3.38 (t, 2H, SCH2, J = 13.8); 4.29 (t, 2H, NCH2, J = 15.0); 7.17–7.26 (4H, m, H Ar)	14.1 (CH3); 22.7–32.9 (CH2); 33.8 (SCH2); 44.9 (NCH2); 108.9–132.1 (C Ar); 169.1 (C=N)	655	74