J. Chil. Chem. Soc., 62, Nº 2 (2017)
-
1
1
1.85 (bs, 1H); IR (KBr, cm ): 3235, 3052, 1745, 1772, 1708, 1355, 1314.
of these worthwhile natural clays play an important role in development of the
clean and environmentally friendly strategy in this new and benign method.
1
2
,3,4,5-Tetrabromophthalimide (6): HNMR (500 MHz, CDCl ): δ=
3
-1
1
1.92 (bs, 1H); IR (KBr, cm ): 3242 , 3013, 1741, 1745, 1721, 1385, 1359.
1
3
-Fluorophthalimide (7): HNMR (500 MHz, CDCl ): δ= 11.84 (bs, 1H),
.21 (m, 1H), 8.17 (m, 1H), 8.02 (m, 1H); IR (KBr, cm ): 3275, 3047, 1785,
ACKNOWLEDGMENT
3
-
1
8
1
712, 1616, 1327, 1048, 886.
Financial support from the Payam Noor University (PNU), Roodsar, Iran
is gratefully appreciated.
1
4
-Fluorophthalimide (8): HNMR (500 MHz, CDCl ): δ= 11.82 (bs, 1H),
3
-1
8
.28 (m, 1H), 8.14 (m, 1H), 8.11 (m, 1H); IR (KBr, cm ): 3273, 3041, 1779,
1
711, 1647, 1321, 1071, 874.
REFERENCES
1
Pyromelliticdiimide (9): HNMR (500 MHz, CDCl ): δ= 11.84 (bs, 2H),
3
-1
8
.10 (s, 2H); IR (KBr, cm ): 3198, 3068, 1772, 1698, 1378, 1357, 1156, 1061,
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8
60, 727.
1
Succinimide (10): HNMR (500 MHz, CDCl ): δ= 10.28 (bs, 1H), 2.83
3
-1
(s, 4H,CH ); IR (KBr, cm ): 3395, 3058, 2962, 2924, 1773, 1692, 1329, 1178,
2
8
45.
1
Maleimide (11): HNMR (500 MHz, CDCl ): δ= 10.91 (bs, 1H), 6.85 (s,
3
-1
2
H, vinilic); IR (KBr, cm ): 3375, 3203, 3069, 1779, 1715, 1146, 1078, 869.
1
3
,3’,4,4’-Biphenyltetracarboxylicdiimide (12): HNMR (500 MHz,
-1
CDCl ): δ= 11.94 (bs, 2H), 8.34 (m, 4H), 8.12 (m, 2H); IR (KBr, cm ): 3248,
3
1
769,1795, 1726, 1634, 1486,1339, 1309, 1115, 1068.
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1
1
,8-Naphthalenedicarboxylicimide (13): HNMR (500 MHz, CDCl ):
3
-1
δ= 11.89 (bs,1H), 8.59 (m, 4H), 7.89 (m, 2H); IR (KBr, cm ): 3296, 3057,
817, 1711, 1658, 1361, 859.
,4,5,8-Naphthalenetetracarboxylicdiimide (14): HNMR (500 MHz,
2
1
1
-1
CDCl ): δ= 12.08 (bs, 2H), 8.96 (s, 4H); IR (KBr, cm ): 3286, 3014, 2893,
1
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1
1
1
1
1
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1
1
2
Scheme 2. Possible mechanism for smectite supported grinding solvent-
free imidation.
CONCLUSION
In conclusion, a simple and efficient procedure for the synthesis of
N-unsubstituted cyclic imides was established. This present method is superior
since it is eco-friendly, advantageous over previously described methods in
yield, requires no special apparatus, there is simplicity of operation, and is
non-hazardous, simple and convenient. In addition, the simple experimental
and product isolation procedures combined with the easy recovery and reuse
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504