Page 7 of 11
Journal Name
RSC Advances
DOI: 10.1039/C5RA06363A
13
13CNMR ( 75 MHz, CDCl3): δ ppm 112.30, 7.004ꢀ 8.24( 14H, m, ArꢀH), C NMR ( 75 MHz,
112.30, 113.24, 114.49, 116.98, 119.00, 126.52, CDCl3) δ ppm 146.81, 143.55, 141.76, 133.73,
128.73,129.19,129.93,138.44,139.52,143.58,145.19 129.92, 129.72, 129.38, 129.22, 127.88, 126.12,
, 145.9, HRMS ( ESI) : 346.128( M+) calc. 345.35. 124.03, 123.94, 123.56, 121.1, 115.31, 113, 20.42.
HRMS ( ESI): 344.612 calc. 243.
1-(2-nitrophenyl)-3,5-diphenylformazan (Entry
1-(4-chlorophenyl)-3-(4-methylphenyl)-5-phenyl
11): red, UV(EtOH): λmax 331.91nm(Kꢀband),
IR(KBr): ν cmꢀ1 3346(ArꢀCꢀH), 3086(NꢀH),1648
formazan (Entry 15): orange red, UV(EtOH) λmax
(ꢀC=Cꢀ), 1555(ꢀNO2 ), 1419( ꢀN=Nꢀ), 1302(ꢀNO2) 348 nm (Kꢀband), IR(KBr): ν cmꢀ1 3001( NꢀH str),
1HꢀNMR(300 MHz, CDCl3): δH ppm 6.883(1H, t, 2364 (CꢀH str), 1650 (ꢀC=Cꢀ), 1414 ( ꢀN=Nꢀ),1Hꢀ
J=7.8, J=7.5, NH), 7.759ꢀ 8.203 ( 14H, m, ArꢀH), NMR ( 300 MHz, CDCl3): δH ppm 1.798(3H, s,
13CNMR ( 75 MHz, CDCl3): δ ppm. 116.47, CH3), 6.622 (1H, s, NꢀH) 6.650ꢀ7.627 ( 13H, m,
118.49,121.01,126.19,127.25,129.02,130.04,134.49 ArꢀH), 13CNMR ( 75 MHz, CDCl3) : δ ppm
,136.34,137.02,142.16,143.9,147.84,149.34,
HRMS ( ESI): 344.612 obs , 345.35 calc.
20.13, 117.29, 118.59, 122.27, 124.65, 126.80,
127.60, 28.81,130.05,132.11,137.25,138.97,144.62,
151.12,HRMS ( ESI): 349.872 ( obs) 348.5 Calc).
1-(2,4-dichlorophenyl)-3,5-diphenylformazan
(Entry 12) : dark red, UV ( EtOH): λmax 372nm (K
band), IR(KBr): ν cmꢀ1 3276 ( CꢀH str), 3000 (Nꢀ
1-(4-chlorophenyl)-3-(2-methoxyphenyl)-5-
phenylformazan( Entry 16): dark red, UV (
H str), 1642( ꢀC=Cꢀ), 1556 ( CꢀCl), 1414 ( ꢀN=Nꢀ), EtOH): λmax 355nm ( Kꢀband), IR(KBr): ν cmꢀ1
1HꢀNMR ( 300 MHz, CDCl3) : δH ppm 7.193 ( 1H, 2923 ( NꢀH), 1651 (ꢀCꢀOꢀ), 1556( ꢀC=N), 1419( ꢀ
s, NH) 7.612ꢀ7.639 (13H, m, ArꢀH), 13C NMR N=Nꢀ), HꢀNMR ( 300 MHz, CDCl3): δH ppm
1
(CDCl3,75 MHz): 77.41 115.43, 118.95, 123.20, 3.933( 3H, d, J=13.4), 6.559( 1H, s, NꢀH), 6.587ꢀ
123.62, 128.41, 128.98, 129.47, 129.70, 130.33, 8.125(13H, m, ArꢀH) 13CNMR ( 75 MHz,
130.56, 130.78, 131.07, 133.49, 145.12, HRMS CDCl3): δ ppm 50.02, 112.72, 120.28, 126.43,
( ESI) : 369.0617 ( M+) calc.369.25.
126.80,128.28,128.99, 129.25, 129.57, 132.37,
132.58,133.31,144.19,147.58,148.79, HRMS(ESI):
349.321( M+) obs, 348.5 calc.
1-(4-acetoxyphenyl)-3,5-diphenylformazan
( Entry 13): dark red, UV ( EtOH): λmax 371 ( Kꢀ
band), IR(KBr): ν cmꢀ1 2987 ( NꢀH str), 2351 ( aro
CꢀH), 1658( ꢀCOꢀ), 1417( ꢀN=Nꢀ), HꢀNMR ( 300
MHz, CDCl3): δH ppm 6.619(1H, s, NꢀH), 7.648 ꢀ
1-(4-methoxyphenyl)-3-(2-chlorophenyl-5-
phenylformazan (Entry17): dark red, UV (
EtOH): λmax 353 ( Kꢀband), IR(KBr): ν cmꢀ1
1
7.681 (14H, m, ArꢀH), 2.524( 3H,ꢀCOCH3) 13C 2985(NꢀH), 2363 (ꢀCꢀH), 1651(CꢀO) 1599( C=N
NMR (CDCl3,75 MHz): 26.03, 112.59, 113.60, str),1415(ꢀN=Nꢀ) 1HꢀNMR ( 300 MHz, CDCl3): δH
119.87, 126.05, 127.50, 128.27, 128.50, 129.20, ppm 2.956(3H, s, OCH3), 6.925(s, NꢀH), 6.950ꢀ
130.75, 135.25, 137.18, 144.60, 151.19, 196.73 7.489( 13H, m, ArꢀH), 13CNMR( 75 MHz, CDCl3)
HRMS ( ESI) : 342.32( M+) calc.342.39.
δppm50.02,112.72,120.28,126.43,126.80, 128.28,
128.99,129.57,129.25,132.37,132.58,133.31,144.19
,147.58,148.79. HRMS ( ESI) : 376.1 calc. 376.84.
1-(4-methylphenyl)-3,5-diphenylformazan (entry
14): dark red, UV(EtOH)
λmax374(Kꢀband),
IR(KBr): ν cmꢀ12994(NꢀH),1644(ꢀC=Cꢀ), 1556(ꢀ
1-(4-methylphenyl)-3-(4-nitrophenyl)-5-phenyl
formazan ( Entry 18) : UV ( EtOH): λmax 384( Kꢀ
band), IR(KBr): ν cmꢀ1 2968( NꢀH str), 1648 ( ꢀ
1
C=Nꢀ), 1412(ꢀN=Nꢀ), HꢀNMR(300 MHz, CDCl3)
δH ppm 2.258(3H ,s), 6.625(1H, d ,J=8.4, NH),
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J. Name., 2012, 00, 1-3 | 7