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Correction published on 26 February 2009, see Molbank 2009, 2009(1), M592.
Open AccessShort Note

1-(o-Hydroxyphenyl)-3-phenylpropenone N-Benzoylhydrazone

Laboratory of Organic Chemistry, Department of Chemical Engineering, College of Engineering, University of Thessaloniki, Thessaloniki 54006, Greece
Molbank 2003, 2003(4), M350; https://doi.org/10.3390/M350
Received: 13 March 2003 / Accepted: 26 June 2003 / Published: 28 June 2003
Keywords: o-Hydroxyaryl ketones, carbonylhydrazones, 2,2´-dihydroxybenzophenone o-Hydroxyaryl ketones, carbonylhydrazones, 2,2´-dihydroxybenzophenone
As part of a research programme targeting novel molecules derived from o-hydroxyaryl ketone hydrazones[1,2], we synthesised 2,2´-dihydroxybenzophenone N-carbonylethoxyhydrazone.
Molbank 2003 m350 i001
Both starting materials, ethylcarbazate as well as 2,2´-dihydroxybenzophenone, are commercially available and they were supplied by Aldrich. Ethylcarbazate (0.49 g, 4.7 mmol) was added to a solution of 2,2´-dihydroxybenzophenone (1 g, 4.67 mmol) in propanol-1 (10 mL). The reaction mixture was refluxed for 24 hours. It was then allowed to cool at room temperature. Subsequently, it was stored in the refrigerator overnight. The precipitation which was formed was then filtered to give the desired hydrazone (1.26 g, 90 %). The product was identified by 1H NMR, 13C NMR and MS and it was subjected to elemental analysis without further purification.
M.p. 177-179 °C.
1H NMR (300 MHz, DMSO-d6): 1.28 (t, 3H), 4.20 (q, 2H), 6.73-6.81 (m, 2H), 6.99-7.13 (m, 4H), 7.31-7.45 (m, 2H), 9.96 (s, 2H), 12.72 (s, 1H).
13C NMR (75 MHz, DMSO-d6): 14.4, 61.3, 116.4, 116.9, 117.2, 118.4, 119.5 (2 carbons), 129.5 (2 carbons), 130.5, 131.2, 152.6, 153.5, 154.7, 158.2.
MS m/z (AP+): 301 [M+1]+, 273, 255, 212.
Anal. Calc. for C16H16N2O4: C 63.99, H 5.37, N 9.33; found: C 64.05, H 5.43, N, 9.39.

Supplementary Materials

Supplementary File 1Supplementary File 2Supplementary File 3

References and Notes

  1. Kotali, A.; Harris, P. A. Org. Prep. Proc. Int. 1994, 26, 159–192. [CrossRef]
  2. Kotali, A. Cur. Org. Chem. 2002, 6, 965–981.
  • Sample availability: available from the authors and MDPI.
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