Identification | Back Directory | [Name]
4-FLUOROPHENYL ACETIC HYDRAZIDE | [CAS]
34547-28-9 | [Synonyms]
P-FLUOROPHENYLACETYL HYDRAZINE 4-FLUOROPHENYLACETYL HYDRAZINE 4-FLUOROPHENYL ACETIC HYDRAZIDE 4-flourophenyl acetic hydrazide Of acetyl hydrazine fluorophenyl 4-Fluorophenylacetic acid hydrazide Benzeneacetic acid, 4-fluoro-, hydrazide | [Molecular Formula]
C8H9FN2O | [MDL Number]
MFCD06655053 | [MOL File]
34547-28-9.mol | [Molecular Weight]
168.17 |
Chemical Properties | Back Directory | [Boiling point ]
370.6±25.0 °C(Predicted) | [density ]
1.235±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [pka]
13.06±0.18(Predicted) | [Appearance]
White to off-white Solid |
Hazard Information | Back Directory | [Uses]
4-Fluorophenylacetic hydrazide | [Synthesis]
The general procedure for the synthesis of 2-(4-fluorophenyl)acetylhydrazine from 4-fluorophenylacetyl chloride was as follows: a solution of hydrazine (4.5 M, 144 mmol) in dichloromethane (50 mL) was added slowly and dropwise to a solution of (4-fluorophenyl)acetyl chloride (1.0 g, 5.8 mmol) in dichloromethane at 0 °C. The reaction mixture was stirred at 0 °C for 40 min. Subsequently, the reaction was terminated by addition of water. The organic and aqueous layers were separated and the aqueous layer was extracted with dichloromethane. All organic phases were combined and dried over anhydrous sodium sulfate. The desiccant was removed by filtration and the filtrate was concentrated under reduced pressure and purified by fast column chromatography (elution gradient: 5% methanol-dichloromethane) to afford 2-(4-fluorophenyl)acetohydrazide (673 mg, 69% yield) as a white solid. The product was characterized by 1H NMR (DMSO-D6): δ 9.18 (broad peak, 1H), 7.26 (dd, J = 8.4, 5.7 Hz, 2H), 7.09 (t, J = 8.4 Hz, 2H), 4.21 (broad peak, 2H), 3.31 (s, 2H); mass spectrum (MS) showed m/z 169 ([M + H]+). | [References]
[1] Medicinal Chemistry, 2014, vol. 10, # 8, p. 810 - 823 [2] Patent: WO2004/101512, 2004, A2. Location in patent: Page 55 [3] Patent: WO2007/50510, 2007, A2. Location in patent: Page/Page column 38 [4] Patent: WO2011/46873, 2011, A1. Location in patent: Page/Page column 29 [5] Patent: WO2011/120153, 2011, A1 |
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