J IRAN CHEM SOC
Terephthalamide (4b)
N-Phenylacetamide (5e)
Crude product was filtered off from aqueous reaction mix-
ture and recrystallized from ethanol; IR (KBr):mꢀ = 3,365,
Crude product was filtered off from aqueous reaction
mixture and recrystallized from chloroform/n-hexane; IR
-1
3,166, 1,660 cm-1
.
(KBr): m = 3,295, 3,021–3,136, 2,801–2,927, 1,654 cm
;
ꢀ
1H NMR (CDCl3, 400 MHz): d = 7.51–7.53 (d,
J = 8.0 Hz, 2H, Ar–H), 7.33–7.37 (t, 2H, Ar–H), 7.22 (br.,
1H, N–H), 7.12–7.15 (t, 2H, Ar–H), 2.21 (s, 3H, CH3) ppm.
N-Phenylbenzamide (5a)
Crude product was filtered off from aqueous reaction
N-(Naphthalen-5-yl)acetamide (5f)
mixture
ꢀ
and
recrystallized
from
-1
;
ethanol;
IR
(KBr):m = 3,345, 3,051, 1,655 cm
1H NMR (CDCl3,
Crude product was filtered off from aqueous reaction
400 MHz): d = 7.90 (d, J = 7.6 Hz, 2H, Ar–H), 7.86
(br., 1H, N–H), 7.67 (d, J = 8.0 Hz, 2H, Ar–H), 7.58 (t,
1H, Ar–H), 7.52 (t, 2H, Ar–H), 7.41 (t, 2H, Ar–H), 7.19
(t, 1H, Ar–H) ppm.
mixture and recrystallized from ethanol/water; IR (KBr):
m = 3,270, 3,050, 2,925, 1,655 cm-1; H NMR (CDCl3,
1
ꢀ
300 MHz): d = 7.4–8.0 (m, 7H, Ar–H and 1H, N–H), 2.35
(s, 3H, CH3) ppm.
N-(4-Bromophenyl)acetamide (5b)
N-Phenylcyclohexanecarboxamide (5g)
Crude product was filtered off from aqueous reaction
mixture and recrystallized from ethanol; IR (KBr):
Crude product was filtered off from aqueous reaction
mixture and recrystallized from chloroform/n-hexane; IR
-1
-1
m = 3,363, 3,294, 3,053, 2,853–2,924, 1,668 cm
;
1H
ꢀ
ꢀ
(KBr): m = 3,313, 3,060, 2,851–2,947, 1,661 cm
;
1H
NMR (CDCl3, 300 MHz): d = 7.42 (s, 2H, Ar–H), 7.25 (s,
2H, Ar–H), 7.19 (br., 1H, N–H), 2.18 (s, 3H, CH3) ppm.
NMR (CDCl3, 300 MHz): d = 7.07–7.12 (br., 1H, N–H
and 1H, Ar–H), 7.29–7.35 (t, 2H, Ar–H), 7.52–7.54 (d,
J = 7.8 Hz, 2H, Ar–H), 2.19–2.27 (m, 1H, aliphatic C–H),
1.27–1.99 (m, 10 H, aliphatic C–H) ppm.
4-Chloro-N-phenylbenzamide (5c)
N-Cyclohexylbenzamide (50g)
Crude product was extracted from reaction mixture and
recrystallized from ethylacetate/n-hexane; IR (KBr):
m = 3,353, 3,051, 1,654 cm-1
1H NMR (CDCl3,
ꢀ
;
Crude product was filtered off from aqueous reaction
300 MHz): d = 7.81–7.84 (d, J = 8.4 Hz, 2H, Ar–H),
7.73 (br., 1H, N–H), 7.62–7.65 (d, J = 8.4 Hz, 2H, Ar–H),
7.47–7.50 (d, J = 8.4 Hz, 2H, Ar–H), 7.37–7.42 (t, 2H,
Ar–H), 7.18–7.21 (m, 1H, Ar–H) ppm.
mixture and recrystallized from chloroform/n-hexane; IR
-1
ꢀ
(KBr): m = 3,330, 3,239, 3,080, 2,851–2,928), 1,627 cm
;
1H NMR (CDCl3, 300 MHz): d = 7.73–7.75 (d,
J = 6.3 Hz, 2H, Ar–H), 7.42–7.44 (m, 3H, Ar–H), 5.94
(br., 1H, N–H), 1.2–2.0 (m, 10H, aliphatic C–H), 3.97 (m,
1H, aliphatic C–H) ppm.
N-(4-Chlorophenyl)benzamide (50c)
Crude product was extracted from reaction mixture and
Azepan-2-one (5h)
recrystallized from ethylacetate/n-hexane; IR (KBr):
m = 3,349, 3,045, 1,655 cm-1
1H NMR (CDCl3,
ꢀ
;
Crude product was extracted from reaction mixture and
300 MHz): d = 7.86–7.88 (d, J = 8.1 Hz, 2H, Ar–H),
7.79 (br., 1H, N–H), 7.49–7.63 (m, 5H, Ar–H), 7.34–7.37
(d, J = 8.7 Hz, 2H, Ar–H) ppm.
recrystallized from ethylacetate/n-hexane; IR (KBr):
-1
;
1H NMR
ꢀ
m = 3,213, 3,077, 2,856–2,929, 1,661 cm
(CDCl3, 300 MHz): d = 6.54 (br., 1H, N–H), 1.66–3.22
(m, 10H, aliphatic C–H) ppm.
N-(4-Phenylphenyl)acetamide (5d)
Aniline (6a)
Crude product was filtered off from aqueous reaction
mixture and recrystallized from chloroform/n-hexane; IR
-1
Liquid product was extracted from reaction mixture; IR
-1
;
1H
ꢀ
(KBr): m = 3,303, 3,053-3,112, 2,928, 1,662 cm
ꢀ
(KBr): m = 3,356 and 3,431, 3,071–3,011, 1,277 cm
;
1H-NMR (400 MHz, CDCl3): d = 7.20–7.24 (m, 2H, Ar–
H), 6.81–6.84 (t, 1H, Ar–H), 6.73–6.75 (dd, 2H, Ar–H),
3.68 (s, br., 2H, NH2) ppm.
NMR (CDCl3, 300 MHz): d = 7.57 (s, 6H, Ar–
H),7.41–7.46 (t, 2H, Ar–H), 7.33–7.36 (br., 1H, N–H and
1H, Ar–H), 2.22 (s, 3H, CH3) ppm.
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