O-Phenylenediamine → HCID 178514849, 화합물

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[C:1]1([OH:8])[C:5](=[O:6])[C:3](=O)[C:2]=1O.[C:9]1([NH2:16])[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH2:15]>O.OS(O)(=O)=O>[C:1]1(=[O:8])[C:2]2[NH:15][C:10]3[C:9]([NH:16][C:3]=2[C:5]1=[O:6])=[CH:14][CH:13]=[CH:12][CH:11]=3

참가 물질

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온도: 25 °C

실험 절차

The method of Skujins and Webb, Chem. Comm. 598 (1968), was used. Squaric acid (114 mg, 1.00 mmol; Aldrich Co.) was dissolved in hot water (2 mL) and o-phenylenediamine (108 mg, 1.00 mmol; Aldrich Co.) was dissolved in warm H2SO4 (2 mL, 25% w/v). The mixture was heated at 90°-100° C. for 2-3 min, and then allowed to cool to 25° C. The dark brown precipitate was collected by vacuum filtration and washed with water (10×5 mL), ethanol (10×5 mL), acetone (10×5 mL) and ether (10×5 mL), yielding 105 mg (56.5%): mp dec.>325° C. (lit. mp dec.>330° C.; Skujins and Webb, Chem. Comm. 598 (1968)). 1H NMR (300 MHz, DMSO-d6) δ 10.002 (s, 2H, 2 NH), 6.621-6.633 (m, 2H, H-4+H-7), 6.324-6.354 (m, 2H, H-5+H-6).