Reference of 102-49-8, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 102-49-8 as follows.
5.1.2.5 (2r)-N1,N3-Bis(3,4-dichlorobenzyl)-2-nitrocyclohexane-1,3-diamine (7d) 3,4-Dichlorobenzylamine (221 mg, 1.3 mmol) was added to a solution of nitrodiol 6 (101 mg, 0.6 mmol) in H2O (5 mL) and the suspension was stirred overnight at rt. A few drops of CH3OH were added and the mixture was stirred at rt for another 24 h. The mixture was cooled to -6 ¡ãC for a few days. The resulting precipitate was collected by filtration and dried. Colorless solid, mp 92 ¡ãC, yield 258 mg (86percent). C20H21CI4N3O2 (477.2). Rf = 0.78 (CH3OH). 1H NMR (CDCl3): delta (ppm) = 1.08 (qd broad, 2J = 3J = 12.6 Hz, 3J = 3.6 Hz, 2H, 4-Ha, 6-Ha), 1.29 (qt, 2J = 3J = 13.2 Hz, 3J = 3.2 Hz, 1H, 5-Ha), 1.81 (dquint, 2J = 13.8 Hz, 3J = 3.3 Hz, 1H, 5-He), 2.16 (dq, 2J = 13.1 Hz, 3J = 3.4 Hz, 2H, 4-He, 6-He), 3.00 (td, 3J = 11.1 Hz, 3J = 4.1 Hz, 2H, 1-H, 3-H), 3.65 (d, 2J = 13.7 Hz, 2H, Ph-CH2), 3.81 (d, 2J = 13.7 Hz, 2H, Ph-CH2), 4.17 (t, 3J = 10.4 Hz, 1H, 2-H), 7.08-7.12 (m, 2H, Ph-H), 7.33-7.38 (m, 4H, Ph-H). Signals for the NH-protons are not visible in the 1H NMR spectrum. IR: (cm-1) = 3329 (m, nu (N-H)), 1557 (s, nu (NO2)), 1359 (m, nu (NO2)), 820 (m, out-of-plane (Ar-H)). MS (EI): m/z (percent) = 477 (M+, <1), 174 (C7H5Cl2NH+, 56), 159 (C7H5Cl2+, 100).
According to the analysis of related databases, 102-49-8, the application of this compound in the production field has become more and more popular.
Reference:
Article; Bourgeois, Christian; Werfel, Elena; Schepmann, Dirk; Wuensch, Bernhard; Bioorganic and Medicinal Chemistry; vol. 22; 13; (2014); p. 3316 – 3324;,
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