With the complex challenges of chemical substances, we look forward to future research findings about Ferrocenecarboxylic acid
Name is Ferrocenecarboxylic acid, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 1271-42-7, its synthesis route is as follows.,1271-42-7
2-(4-Ferrocenylbenzamido)benzamide (50k). Ferrocenecarboxylic acid (1.00 g, 4.4 mmol) was treated with oxalyl chloride (3.87 g, 30.5 mmol) in dry dichloromethane (20 ml_) under argon for 4 h. The solvent and excess reagent were evaporated. The residue was extracted with hexane (30 ml_). The suspension was filtered and the solvent was evaporated from the filtrate to give crude ferrocenecarbonyl chloride (820 mg) as a red oil. This material, in dry tetrahydrofuran (20 ml_), was added to 2-amino- benzamide 49 (410 mg, 3.0 mmol), dry pyridine (316 mg, 4.0 mmol) and 4-dimethyl- aminopyridine (82 mg, 0.7 mmol in dry tetrahydrofuran (20 ml_). The mixture was stirred for 16 h under argon. The solvent was evaporated. Chromatography (ethyl acetate / petroleum ether 3:2) gave 2-(4-ferrocenylbenzamido)benzamide 50k (980 mg, 98%) as a red oil; 1H NMR ((CD3)2SO) delta 4.24 (5 H, s, Cp2-H5), 4.49 (2 H, m, Cp^ 3,4- H2), 4.78 (2 H, m, C ^ 2,5-H2), 7.1 1 (1 H, t, J = 7.5 Hz, 5-H), 7.51 (1 H, t, J = 7.5 Hz, 4- H), 7.82 (1 H, s, CONHH), 7.85 (1 H, d, J = 7.5 Hz, 6-H), 8.35 (1 H, s, CONHH), 8.57 (1 H, d, J = 7.5 Hz, 3-H); 13C NMR ((CD)3SO) (HSQC / HMBC) delta 68.07 (C ^ 2,5-C2), 69.56 (Cp2-C5), 70.77 (Cp FontWeight=”Bold” FontSize=”10″ 3,4-C2), 76.58 (Cp 1-C), 1 18.49 (1-C), 1 19.63 (3-C), 121.73 (5-C), 128.58 (6-C), 132.35 (4-C), 140.23 (2-C), 168.13 (NHCO), 171.13 (CONH2); MS m/z 371.0468 (M + Na)+ (C18H1656FeN2Na02 requires 371.0459).
With the complex challenges of chemical substances, we look forward to future research findings about Ferrocenecarboxylic acid
Reference£º
Patent; UNIVERSITY OF BATH; THREADGILL, Michael David; LLOYD, Matthew David; THOMPSON, Andrew Spencer; NATHUBHAI, Amit; WOOD, Pauline Joy; PAINE, Helen Angharad; KUMPAN, Ekaterina; SUNDERLAND, Peter Thomas; CHUE YEN WOON, Esther; WO2014/87165; (2014); A1;,
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