Synthesis and Structure Determination of 1-(4-Methoxyphenyl)-5-methyl- N’ -(2-oxoindolin-3-ylidene)-1 H -1,2,3-triazole-4-carbohydrazide

: A reaction of equimolar equivalents of 1-(4-methoxyphenyl)-5-methyl-1 H -1,2,3-triazole-4-carbohydrazide ( 1 ) and indoline-2,3-dione ( 2 ) in boiling ethanol for 4 h under acidic conditions gave 1-(4-methoxyphenyl)-5-methyl- N’ -(2-oxoindolin-3-ylidene)-1 H -1,2,3-triazole-4-carbohydrazide ( 3 ) in 88% yield. The structure of 3 was ascertained by NMR spectroscopy and single-crystal X-ray diffraction.


NMR Spectroscopy
The 1 H NMR spectrum of 3 contains two singlets (three protons each) upfield at 2.47 and 3.83 ppm, which correspond to the methyl and methoxy protons, respectively. In addition, there are two exchangeable singlets at 14.24 and 11.29 ppm corresponding to the two NH protons. The 1 H NMR spectrum of 3 indicates the presence of 8 aromatic protons. The 13 C NMR spectrum of 3 shows signals corresponding to 17 different carbons with the methyl (Me) and methoxy (OMe) carbons appearing at 9.9 and 56.2 ppm, respectively. In

NMR Spectroscopy
The 1 H NMR spectrum of 3 contains two singlets (three protons each) upfield at 2.47 and 3.83 ppm, which correspond to the methyl and methoxy protons, respectively. In addition, there are two exchangeable singlets at 14.24 and 11.29 ppm corresponding to the two NH protons. The 1 H NMR spectrum of 3 indicates the presence of 8 aromatic protons. The 13 C NMR spectrum of 3 shows signals corresponding to 17 different carbons with the methyl (Me) and methoxy (OMe) carbons appearing at 9.9 and 56.2 ppm, respectively. In

NMR Spectroscopy
The 1 H NMR spectrum of 3 contains two singlets (three protons each) upfield at 2.47 and 3.83 ppm, which correspond to the methyl and methoxy protons, respectively. In addition, there are two exchangeable singlets at 14.24 and 11.29 ppm corresponding to the two NH protons. The 1 H NMR spectrum of 3 indicates the presence of 8 aromatic protons. The 13 C NMR spectrum of 3 shows signals corresponding to 17 different carbons with the methyl (Me) and methoxy (OMe) carbons appearing at 9.9 and 56.2 ppm, respectively. In addition, the two carbonyl carbons (C = O) appear downfield at 158.0 and 163.2 ppm and the aryl carbon attached to the methoxy group appears at 160.9 ppm. The 1 H and 13 C NMR spectra of 3 are included in the Supplementary Material.

X-ray Structure
The asymmetric unit of the crystal structure consists of one molecule of 3.

General
The melting point was determined using an electrothermal melting point apparatus. The IR spectrum of 3 was recorded on a JASCO FT/IR-4600 spectrometer. The NMR spectra were recorded on a JEOLNMR 500 MHz spectrometer at 500 MHz for the 1 H and 125 MHz for the 13 C NMR. The coupling constant (J) was measured in Hz and the chemical shift (δ) was measured in ppm. The elemental analyses of compound 3 were determined at the microanalytical unit, Cairo University. Compound 1 was produced based on a literature procedure [26].

Data Collection and Refinement Details
The diffraction data were collected on an Agilent SuperNova Dual Atlas diffractometer using mirror monochromated CuKα radiation (λ = 1.54184 Å). The structure of 3 was solved by direct methods using SHELXS [27] and refined by full-matrix least squares methods on F 2 with SHELXL-2014 [28]. Crystal Data: C 19