Journal of Chemistry

Research Article

Synthesis and Biological Evaluation of New N,N′-Bis(1-substituted-ethylidene)-ethane1,2-diamine and Their Acetyl and Trifluoroacetyl Derivatives as Cytotoxic and Antimicrobial Agents

Table 3

¹H and ¹³C NMR spectral data (/ppm)^a of compounds 3–5.


Compd.	R	¹H NMR				¹³C NMR
Compd.	R	CH= (s)	CH₂ (s)^b	Ar-H (m)	Others NH or OH	CH₂	CH= & =C–NH	CF₃	Ar-C	C=O

3a	C₆H₅	5.50	2.91	7.14–7.32 (10H)	10.91	48.9	99.6, 160.8	132.4	126.2, 127.6, 128.3, 134.8	195.8
3b	4-BrC₆H₄	5.46	2.83	7.19–7.42 (8H)	11.02	48.7	98.8, 161.4	132.1	122.3, 128.5, 131.6, 134.2	196.0
3c	2-Thienyl	5.46	2.90	7.31–7.68 (6H)	10.89	48.3	104.5, 161.5	132.2	126.2, 127.4, 130.3, 137.0	196.5
3d	3-Thienyl	5.44	2.92	7.01–7.42 (6H)	10.93	48.5	104.5, 161.3	132.1	120.2, 125.8, 126.1, 135.0	196.4
3e	2-Furyl	5.42	2.94	6.70–7.86 (6H)	10.95	46.2	104.6, 161.3	131.6	111.6, 112.5, 145.2, 155.1	196.3
3f	2-Pyridyl	6.08	2.91	6.50–8.66 (8H)	11.10	48.9	104.3, 165.0	132.2	121.3, 122.2, 149,6, 155.7	196.5
3g	4-CH₃C₆H₄	5.48 2.35^c	2.93	7.01–7.20 (8H)	10.88	48.8, 20.9^c	98.9, 161.3	132.1	126.1, 129.3, 131.1, 136.6	196.3
3h	4-CH₃OC₆H₄	5.51 3.73^d	2.90	6.72–7.19 (8H)	11.08	48.6 56.0^d	96.1, 160.8	132.0	114.0, 127.3, 127.6, 161.2	196.5
3i	3,4-(CH₃O)₂C₆H₄	5.62	2.90	6.61–6.75 (6H)	11.12	48.9, 56.1^d 56.3^d	98.6, 161.5	132.1	112.8, 115.0, 119.5, 128.2, 146.8, 147.6	196.4
4a	C₆H₅	5.46	2.92 2.30^c	7.14–7.33 (8H)	10.82	48.7	98.6, 161.3	24.8^c	126.4, 127.7, 128.2, 134.8	196.7
4b	4-BrC₆H₄	5.44	2.90 2.31^c	7.19–7.39 (8H)	10.76	48.8	98.7, 161.6	24.9^c	122.2, 128.5, 131.6, 134.0	196.4
4c	2-Furyl	5.38	2.88 2.34^c	6.68–7.72 (6H)	10.82	46.7	102.3, 160.2	24.5^c	112.0, 112.9, 144.2, 156.3	195.9
5a	2-OHC₆H₄		3.86^e	6.85–7.78 (4H)	4.02	35.1	105.0^f	123.4	114.1, 120.0, 123.1, 129.2, 133.5, 158.9	197.6
5b	2-CH₃OC₆H₄		3.91^e 3.42^d	6.90–7.82 (4H)		32.6, 45.2^d	102.3^f	125.6	114.3, 121.3, 124.0, 130.1, 132.8, 156.4	198.2

Solution in CDCl₃; ^b(2CH₂, 4H); ^cCH₃; ^dOCH₃; ^eH-3 (m, 2H); ^f(C-2).