[N+](C1C=C(O)C=CC=1)([O-])=O.[N+:11]([C:14]1[CH:30]=[CH:29][C:17]([O:18][CH2:19][C:20]2[CH:21]=[C:22]([C:25]([O:27][CH3:28])=[O:26])[O:23][CH:24]=2)=[CH:16][CH:15]=1)([O-])=O.ClCC1OC(C(OC)=O)=CC=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O.O>[NH2:11][C:14]1[CH:15]=[CH:16][C:17]([O:18][CH2:19][C:20]2[CH:21]=[C:22]([C:25]([O:27][CH3:28])=[O:26])[O:23][CH:24]=2)=[CH:29][CH:30]=1Preparation of 4-(4-nitrophenoxymethyl)-2-methoxycarbonyl-furan 3-Nitrophenol (1.0 g, 7.19 mmole), methyl 5-(chloromethyl)-2-furoate (1.38 g, 7.90 mmole) and anhydrous K2CO3 (1.19 g, 8.60 mmole) in acetone (30 mL) were refluxed for 8 h. The reaction mixture was cooled and diluted with water. The resultant white solid was filtered, washed with water and air dried overnight to give 1.81 g (90%) of the desired product. 1H NMR (CDCl3): δ 7.86 (dd, 1H, J=2.3 and 8.2 Hz), 7.80 (t, 1H, J=2.3 Hz), 7.45 (t, 1H, J=8.2 Hz), 7.27 (dd, 1H, J=2.3 and 8.2 Hz), 7.17 (d, 1H, J=3.5 Hz), 6.58 (d, 1H, J=3.5 Hz), 5.13 (s, 2H), 3.90 (s, 3H).
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