Adding a certain compound to certain chemical reactions, such as: 935-02-4, name is 3-Phenylpropiolonitrile, belongs to nitriles-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 935-02-4, SDS of cas: 935-02-4
General procedure: To a mixture of acetylene 2 (127 mg, 1 mmol) and S (32 mg, 1 mmol) was added 1-methylimidazole (1a; 82 mg, 1 mmol). The mixture was stirred at 20-25 C for 24 h. Column chromatography afforded thione 3a (132 mg, 67%) 4.3.2 (Z)-3-(3-n-Butyl-2-thioxo-2,3-dihydro-1H-imidazol-1-yl)-3-phenyl-2-propenenitrile (3b) Analogously, from acetylene 2 (64.0 mg, 0.5 mmol), S (16.0 mg, 0.5 mmol), and 1-n-butylimidazole (1b; 62.0 mg, 0.5 mmol) (20-25 C, 24 h), thione 3b (31 mg, 39%) was obtained as a light-brown oil. Initial imidazole 1b was recovered (27 mg, conversion was 57%). 1H NMR (400.13 MHz, CDCl3): delta=7.50-7.30 [m, 5H, Ho,m,p from C(6)-Ph], 6.90 (s, 1H, 4-H), 6.79 (s, 1H, 5-H), 6.06 (s, 1H, 7-H), 4.08 [t, 3JH,H=7.7 Hz, 2H, CH2(CH2)2CH3 from N-n-Bu], 1.83-1.80 (m, 2H, CH2CH2CH2CH3 from N-n-Bu), 1.45-1.40 [m, 2H, (CH2)2CH2CH3 from N-n-Bu], 0.98 [t, 3JH,H=7.3 Hz, 3H, (CH2)3CH3, from N-n-Bu] ppm. 13C NMR (100.62 MHz, CDCl3): delta=164.0 (C-2), 154.4 (C-6), 132.6 [Ci from C(6)-Ph], 131.9 [Cp from C(6)-Ph], 129.2 [Cm from C(6)-Ph], 126.8 [Co from C(6)-Ph], 118.5 (C-4), 117.0 (C-5), 114.7 (CN), 97.2 (C-7), 47.9 [CH2(CH2)2CH3 from N-n-Bu], 30.7 (CH2CH2CH2CH3 from N-n-Bu), 19.8 [(CH2)2CH2CH3 from N-n-Bu], 13.7 [(CH2)3CH3 from N-n-Bu] ppm. IR (film): 2222 (CN), 1622 (C=C), 1402 (C=S) cm-1. Anal. Calcd for C16H17N3S (283.39): C, 67.81; H, 6.05; N, 14.83; S, 11.32. Found: C, 68.04; H, 5.96; N, 14.92; S, 11.03. 4.3.3 (Z)-3-(1-n-Butyl-1H-imidazol-2-yl)-3-phenyl-2-propenenitrile (5b) (0030) Brown oil (26 mg, 37%). 1H NMR (400.13 MHz, CDCl3): delta=7.50-7.26 [m, 5H, Ho,m,p from C(6)-Ph], 7.25 (s, 1H, 4-H), 7.06 (s, 1H, 5-H), 5.94 (s, 1H, 7-H), 3.61 [t, 3JH,H=7.2 Hz, 2H, CH2(CH2)2CH3 from N-n-Bu], 1.60-1.50 (m, 2H, CH2CH2CH2CH3 from N-n-Bu), 1.15-1.10 [m, 2H, (CH2)2CH2CH3 from N-n-Bu], 0.77 [t, 3JH,H=7.6 Hz, 3H, (CH2)3CH3 from N-nBu] ppm. 13C NMR (100.62 MHz, CDCl3): delta=151.6 (C-6), 142.3 (C-2), 136.2 [Ci from C(6)-Ph], 130.9 [Cp from C(6)-Ph], 129.7 (C-4), 129.0 [Cm from C(6)-Ph], 127.3 [Co from C(6)-Ph], 121.6 (C-5), 116.6 (CN), 99.5 (C-7), 46.7 [CH2(CH2)2CH3 from N-n-Bu], 32.6 (CH2CH2CH2CH3 from N-n-Bu), 19.4 [(CH2)2CH2CH3 from N-n-Bu], 13.2 [(CH2)3CH3 from N-n-Bu] ppm. IR (microlayer): 2216 (CN), 1650 (C=C) cm-1. Anal. Calcd for C16H17N3 (251.33): C, 76.46; H, 6.82; N, 16.72. Found: C, 76.15; H, 6.56; N, 16.39.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Phenylpropiolonitrile, and friends who are interested can also refer to it.
Reference:
Article; Belyaeva, Kseniya V.; Andriyankova, Ludmila V.; Nikitina, Lina P.; Mal’Kina, Anastasiya G.; Afonin, Andrei V.; Ushakov, Igor A.; Bagryanskaya, Irina Yu.; Trofimov, Boris A.; Tetrahedron; vol. 70; 5; (2014); p. 1091 – 1098;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts