5-Amino-3-(p-tolyl)isoxazole-4-carbonitrile (4a)

HB Hamid Beyzaei
MD Mahboubeh Kamali Deljoo
RA Reza Aryan
BG Behzad Ghasemi
MZ Mohammad Mehdi Zahedi
MM Mohammadreza Moghaddam-Manesh
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Yield: 0.14 g, 70%; mp: 135–137 °C; reaction time: 40 min; IR (KBr) ν: 3408, 3337 (NH2), 2223 (C≡N), 1605 (C=N), 1221 (C–O–N) cm−1; 1H NMR (400 MHz, DMSO-d6) δ: 2.37 (s, 3H, CH3), 7.39 (d, J = 7.2 Hz, 2H, H-3ʹ,5ʹ), 7.82 (d, J = 7.2 Hz, 2H, H-2ʹ,6ʹ), 8.44 (s, 2H, NH2); 13C NMR (100 MHz, DMSO-d6) δ: 21.90 (CH3), 80.31 (C-4), 113.88 (C-1ʹ), 114.84 (C≡N), 129.17 (C-4ʹ), 130.58 (C-3ʹ,5ʹ), 131.12 (C-2ʹ,6ʹ), 146.12 (C-5), 161.70 (C-3); Anal. Calcd. for C11H9N3O: C 66.32, H 4.55, N 21.09. Found: C 66.28, H 4.52, N 21.15.

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