[C:1]([CH2:4][CH2:5][C:6]([C:8]1[CH:20]=[CH:19][C:18]2[C:17]3[C:12](=[CH:13][C:14]([C:21](=O)[CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[CH:15][CH:16]=3)[CH2:11][C:10]=2[CH:9]=1)=O)([OH:3])=[O:2].[OH-].[Na+].O.NN.Cl>C(O)COCCO.O>[C:24]([CH2:23][CH2:22][CH2:21][C:14]1[CH:15]=[CH:16][C:17]2[C:18]3[C:10](=[CH:9][C:8]([CH2:6][CH2:5][CH2:4][C:1]([OH:3])=[O:2])=[CH:20][CH:19]=3)[CH2:11][C:12]=2[CH:13]=1)([OH:26])=[O:25]
In an argon-purged flask 2,7-di(3-carboxy-propionyl)fluorene (12.8 g, 0.035 mol) was suspended in diethylene glycol (150 mL). The flask was placed in a room temperature oil bath then NaOH (14 g, 0.35 mol) and an 80% solution of hydrazine hydrate (13.1 mL, 0.21 mol) were added successively. The reaction mixture was slowly heated to 110° C. and refluxed for approximately two hours. The reaction temperature was raised to 200° C. with removal of water during the heating process. After three hours at 200° C. reaction temperature the reaction was cooled to approximately 60° C. The reaction mixture was carefully poured into water (500 mL) and the mixture was acidified to pH 2 with concentrated HCl. The product was filtered and washed with water. The product was dissolved in warm NaOH solution (0.5M) and precipitated by acidification to pH 2 with HCl. The product was filtered and washed with water (Yield 10.9 g, 92%). 1H-NMR (d6-DMSO): δ (ppm) 12.0 (s, 2H, COOH); 7.8 (m, 2H, Ar); 7.4 (s, 2H, Ar); 7.2 (m, 2H, Ar); 3.9 (s, 2H, CH2); 2.7 (t, 4H, CH2); 2.3 (t, 4H, CH2); 1.8 (m, 4H, CH2).
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