TABLE 2. Spectral Characteristics of Compounds 2-4
-
1
IR spectrum, ν, cm
Com-
pound
1
N
С=О
3
or
N=N–, С=N–
and С=С-conj.
Н NMR spectrum, δ, ppm (SSCC, J, Hz)
1
2
3
4
2
2
2
a
b
c
2110
2105
2100
1570, 1550
1565, 1505
1560, 1505
3.55-3.75 (16H, m, 4NCH
3.60-3.80 (8H, m, 2NCH , 2OCH
1.30 (3H, t, J = 7.85, СН in OEt); 3.60-3.80 (8H, m,
NCH , 2OCH ); 4.35 (2H, q, J = 7.85, СН in OEt)
1.47-1.70 (6H, m, 3CH ); 3.55-3.75 (12H, m, 4NCH
1.33 (3H, t, J = 7.4, CH in OEt); 1.50-1.73 (6H, m, 3CH
.70-3.80 (4H, m, 2NCH ); 4.34 (2H, q, J = 7.4, СН in OEt)
1.40-1.62 (12H, m, 6CH ); 3.55-3.70 (8H, m, 4NCH
2
, 4OCH
2
)
2
2
); 3.85 (3H, s, OCH
3
)
3
2
2
2
2
2
2
d
e
2110
2105
1550, 1530
1500, 1580
2
2
, 2OCH
);
2
)
3
2
3
2
2
2
2
f
2100
2110
1620, 1550,
2
2
)
1
505
g
1510, 1570
1.53-1.70 (6H, m, 3CH
.86 (3H, s, OCH
3.85 (6H, s, 2OCH
1.19 (3H, d, J = 7.4, CHCH
2 2
); 3.70-3.80 (4H, m, 2NCH );
3
3
)
2
2
h
i
2100
2100
1580, 1540
1560, 1500
3
)
3
); 1.32-1.80 (6H, m, 3CH
.92-3.03 (1H, m, NCH); 3.87 (3H, s, OCH );
.44-4.99 (2H, m, NCH
2
);
2
4
3
2
)
2
j
2110
1575, 1530
1.19 (6H, d, J = 7.35, 2CHCH
.97-3.04 (2H, m, 2NCH); 4.48-4.98 (4H, m, 2NCH
3.25-3.75 (8H, m, 2OCH , 2NCH ); 7.20-7.40 (10H, m, 2C
); 2.62 (3H, s, COCH
.60-3.85 (16Н, m, 4ОСН , 4NCH
.63 (3H, s, COCH ); 2.85 (3H, s, 5'-CH
.65-3.90 (8H, m, 2OCH -, 2NCH
3 2
); 1.32-1.80 (12H, m, 6CH );
2
2
)
2
3
k
a
2100
1680
1550, 1520
1530, 1560
2
2
6
H )
5
2
3
2
3
.80 (3H, s, 5'-CH
3
3
3
);
);
2
2
)
3
3
b
c
1685
1705
1540, 1565,
3
1
595
1590, 1550,
505
2
2
-); 4.00 (3Н, s, ОСН
3
)
1.36 (3H, t, J = 7.0, CH
3
in OEt); 2.63 (3H, s, COCH
); 3.65-3.85 (8H, m, 2OCH , 2NCH
.43 (2H, q, J = 7.0, CH in OEt)
1.55-1.72 (6H, m, 3CH ), 2.65 (3H, s, COCH
3
);
2
);
1
2.82 (3H, s, 5'-CH
3
2
4
2
3
3
d
e
1670
1665
1590, 1535,
510
1590, 1550,
530
2
3
),
1
2.80 (3H, s, 5′-CH ), 3.63-3.84 (12H, m, 4NCH , 2OCH )
3
2
2
1.39 (3H, t, J = 7.0, CH
3
in OEt); 1.57-1.75 (6H, m, 3CH
);
); 4.44 (2H, q, J = 7.0, CH
); 2.63 (3H, s, COCH );
); 3.70-3.82 (8H, m, 4NCH
1.62-1.80 (6H, m, 3CH ); 2.65 (3H, s, COCH );
2.87 (3H, s, 5'-CH ); 3.85-3.95 (4H, m, 2NCH );
.03 (3Н, s, ОСН
2.65 (3H, s, COCH
1.28 (3H, d, J = 7.3, CHCH
1.62-1.83 (6H, m, 3CH ); 2.65 (3H, s, COCH
); 3.87 (3Н, s, ОСН );
2
);
1
2.64 (3H, s, COCH
.80-3.88 (4H, m, 2NCH
1.45-1.70 (12H, m, 6CH
2.80 (3H, s, 5'-CH
3 3
); 2.85 (3H, s, 5'-CH
3
2
2
in OEt)
3
3
f
1680
1685
1620, 1590,
535
1590, 1560,
535
2
3
1
3
2
)
g
2
3
1
3
2
4
3
)
3
3
h
i
1690
1680
1580, 1550
1595, 1550,
3
); 2.70 (3H, s, 5'-CH
); 1.37-1.48 (1H, m, NCH);
);
3 3
); 4.08 (6H, s, 2ОСН )
3
1
535
2
3
2
4
.85 (3H, s, 5'-CH
.55-5.11 (2H, m, NCH
3
3
2
)
4
4
4
4
a
b
c
1710
1715
1705
1710
1550, 1510
1600, 1560,
1.36 (3H, t, J = 6.6, CH
3
in СООEt), 2.81 (3Н, s, 5′-CH
3
);
3
4
.61-3.86 (16H, m, 4OCH
.39 (2H, q, J = 6.6, CH
2
, 4NCH );
2
2
in COOEt)
1.34 (3H, t, J = 7.4, CH
3.65-3.87 (8H, m, 2OCH
.37 (2Н, q, J = 7.4, ОСН
1.30-1.40 (6H, m, CH in OЕt and COOEt); 2.85 (3H, s, 5'-CH
3.65-3.83 (8H, m, 2OCH , 2NCH ); 4.35 (2H, q, J = 7.5,
CH in COOEt); 4.45 (2H, q, J = 7.35, CH in OЕt)
1.36 (3H, t, J = 7.4, CH in COOЕt); 1.53-1.73 (6H, m, 3CH
); 3.65-3.85 (12H, m, 2OCH , 4NCH );
.36 (2H, q, J = 7.4, CH in COOЕt)
3
in COOEt); 2.85 (3Н, s, 5'-CH
3
);
1
505
2
2 3
, 2NCH ); 3.97 (3Н, s, ОСН
);
4
2
in COOEt)
1590, 1550,
505
3
3
);
1
2
2
2
2
d
1600, 1550
3
2
);
2
4
.83 (3H, s, 5'-CH
3
2
2
2
1
165