Uses
Used in the stnthesis of fluorinated poly (1, 3, 4-oxadiazole-ether-imide). N-(3,5-dinitrobenzoyl)-N?-(4-fluorobenzoyl)-hydrazine with 4-Fluorobenzhydrazide as solvent in NMP.
Synthesis
General procedure for the synthesis of 4-fluorobenzohydrazide from ethyl 4-fluorobenzoate: To a stirred solution of ethyl 4-fluorobenzoate (4.5 g, 26.7 mmol) in ethanol (30 mL) was added hydrazine hydrate (6.67 g, 133.5 mmol) at room temperature. The reaction mixture was heated to 85 °C and refluxed for 10 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently concentrated under reduced pressure. The resulting solid was washed with hexane (50 mL) and dried to give 4-fluorobenzhydrazide (4.2 g, quantitative yield). The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ 9.85 (s, 1H), 7.86 (dd, 2H), 7.25 (t, 3H), 4.46 (s, 1H), 3.47 (br s, 1H).
References
[1] Patent: WO2013/49559, 2013, A1. Location in patent: Page/Page column 92
[2] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 17, p. 6014 - 6024
[3] Patent: WO2011/52516, 2011, A1. Location in patent: Page/Page column 59
[4] Journal of Nanoscience and Nanotechnology, 2013, vol. 13, # 5, p. 3321 - 3330
[5] European Journal of Medicinal Chemistry, 2010, vol. 45, # 9, p. 3943 - 3949
