Synthesis, Structural Analysis, and Biological Activities of Some Imidazolium Salts

Table 2

Proton and carbon nuclear magnetic resonance spectral data of the molecules.

Assignment	Proton chemical shift (ppm)		Assignment	Carbon chemical shift (ppm)
	Experimental	Theory		Experimental	Theory
1,3-Bis(2-hydroxyethyl) imidazolidinium bromide (LA)
s, 1H, NCHN	9.06	9.06	NCHN	136.33	137.66
d, 2H, HC=CH	7.70	7.32	HC=CH	122.60	123.06
t, 4H, N-CH2	3.93	4.01	O-CH2	59.75	61.68
t, 4H, O-CH2	3.82	3.87	N-CH2	51.98	52.59
s. 2H, OH	—	1.73	—	—	—
3-(2-Ethoxy-2-oxoethly)-1-(3-aminopropyl)-1H-imidazol-3-ium bromide (LB)
s, 1H, NCHN	7.79	7.73	CO	171.85	172.23
d, 1H, HC=CH	7.25	7.23	NCHN	136.78	137.10
d, 1H, HC=CH	7.02	7.00	HC=CH	125.13	124.74
s, 2H, N-CH2 CO	4.23	4.22 (2)	HC=CH	120.73	121.34
q, 2H, CH2-CH3	3.23	3.21 (3)	O-CH2-CH3	60.78	57.36
t, 2H, N-CH2-C	2.95	2.96 (3)	N-CH2	54.97	54.10
t, 2H, NH2-CH2	2.55	2.54 (2)	N-CH2-CH2-	44.97	38.64
m, 2H, C-CH2-C	2.20	2.18 (2)	NH2-CH2-	36.84	36.61
t, 3H, CH3	2.02	2.04 (3)	C-CH2-C	28.72	31.52
NH2	—	0.5 (3)	CH3	13.64	17.70
1,3-Bis(2-carboxyethyl)-4-methyl-1H-imidazol-3-ium bromide (LC)
s, 1H, NCHN	8.84	8.83	COOH	173.03	170.3 (1)
s, 1H, HC=C-CH3	7.33	7.34	NCHN	133.30	132.96
s, OH	—	5.95 (2)	C-CH3	129.94	130.93
t, 4H, N-CH2	3.64	3.62 (5)	C=C-CH3	116.01	119.67
			N-CH2	37.53	39.7 (9)
t, 4H, CH2-COOH	2.91	3.10 (2)	CH2-COOH	26.79	33.8 (5)
s, 3H, -CH3	2.38	2.37	CH3	9.01	10.26
3-(2-Carboxyethyl)-1-(3-aminopropyl)-1H-imidazol-3-ium bromide (LD)
s, 1H, NCHN	9.11	9.11	COOH	170.21	177.74
d, 1H, HC=CH	7.72	7.71	NCHN	137.16	137.47
d, 1H, HC=CH	7.65	7.63	HC=CH	123.94	124.97
s, OH	—	6.39	HC=CH	121.50	124.69
t, 4H, N-CH2	4.45	4.47 (1)	N-CH2	60.01	60.29
t, 2H, COOH-C	3.33	3.34	N-CH2	52.02	53.30
t, 2H, NH2-CH2	3.05	3.03	NH2-CH2	45.42	45.41
m, 2H, C-CH2-C	2.33	2.31	C-CH2-C	36.18	40.05
NH2	—	0.7 (3)	COOH-CH2	27.76	34.43