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Volume 2004
Issue 1
10.3390/M352
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Short Note

Synthesis of 2-({[4-(4-{[(E)-1-(2-hydroxy-3-methoxyphenyl) methylidene]amino}phenoxy)phenyl]imino}methyl)- 6 -methoxy phenol

by
A. A. Jarrahpour
* and
M. Zarei
Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran
*
Author to whom correspondence should be addressed.
Molbank 2004, 2004(1), M352; https://doi.org/10.3390/M352
Submission received: 20 July 2003 / Accepted: 18 September 2003 / Published: 24 February 2004
Versions Notes
Molbank 2004 m352 i001
A mixture of 4,4'-diaminodiphenyl ether 1 (1.00 g, 5.00 mmol), o-vanillin 2 (1.52 g, 10.00 mmol) in methanol (40.00 mL) was stirred at room temperature for one hour to give an orange precipitate. Then it was filtered and washed with methanol to give the pure imine 3 (2.27 g, 97.00 %).
m.p. 134-136 °C.
IR (KBr) (cm−1): 1620.4(C=N), 3050-3300 (OH)
1H-NMR (DMSO) (250 MHz) δ(ppm): 3.87 (6H, s, 2OCH3), 6.59-7.40 (14H, m, 4Ph), 8.59 (2H, s, N=CH), 13.61 (2H, s, OH)
13C-NMR (DMSO) (62.90 MHz) δ(ppm): 56.60 (OCH3), 115.29-134.1 (aromatic carbons), 161.96 (C=N)
MS (m/z, %): 468(M+, 21.5), 406 (HOPh(O)C=NPhOPHN=CPh), 17.5), 242 (CH3OPhOHC=NPh(O), 6), 150 (CH3OPhOHC=N, 18.7), 136 (CH3OPhOHCH, 6.3), 123 (CH3OPhOH, 10), 119(Ph(O)N=CH, 5.1), 76 (PhH), 43 (C-OCH3, 100), 41 (C=C-OH, 94).

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

Acknowledgment

The authors thank the Shiraz University Research Council for financial support (Grant No. 81-SC-1540-C220).
  • Sample Availability: Available from MDPI.

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MDPI and ACS Style

Jarrahpour, A.A.; Zarei, M. Synthesis of 2-({[4-(4-{[(E)-1-(2-hydroxy-3-methoxyphenyl) methylidene]amino}phenoxy)phenyl]imino}methyl)- 6 -methoxy phenol. Molbank 2004, 2004, M352. https://doi.org/10.3390/M352

AMA Style

Jarrahpour AA, Zarei M. Synthesis of 2-({[4-(4-{[(E)-1-(2-hydroxy-3-methoxyphenyl) methylidene]amino}phenoxy)phenyl]imino}methyl)- 6 -methoxy phenol. Molbank. 2004; 2004(1):M352. https://doi.org/10.3390/M352

Chicago/Turabian Style

Jarrahpour, A. A., and M. Zarei. 2004. "Synthesis of 2-({[4-(4-{[(E)-1-(2-hydroxy-3-methoxyphenyl) methylidene]amino}phenoxy)phenyl]imino}methyl)- 6 -methoxy phenol" Molbank 2004, no. 1: M352. https://doi.org/10.3390/M352

APA Style

Jarrahpour, A. A., & Zarei, M. (2004). Synthesis of 2-({[4-(4-{[(E)-1-(2-hydroxy-3-methoxyphenyl) methylidene]amino}phenoxy)phenyl]imino}methyl)- 6 -methoxy phenol. Molbank, 2004(1), M352. https://doi.org/10.3390/M352

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