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ChemicalBook CAS DataBase List 1-METHYL-4-(4-NITROPHENYL)PIPERAZINE

1-METHYL-4-(4-NITROPHENYL)PIPERAZINE synthesis

10synthesis methods
-

Yield: 98%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 20; for 2 h;

Steps:

4.2.9.1. General procedures for the synthesis compounds 7a-b
General procedure: To a solution of 6a (1000 mg, 7.1 mmol), 1-methylpiperazine (708 mg, 7.1 mmol) and K2CO3 (2226 mg, 21 mmol) in DMF (20 mL) were added, and the mixture was stirred at room temperature for 2 h. Then, the reaction mixture was poured into 400 mL of cold water and filtered, and the solid was dried in the oven at 80 °C for 2 h to give product 7a. The same procedure was used for compound 7b. 4.2.10. 1-Methyl-4-(4-nitrophenyl)piperazine (7a) Orange solid, yield 98%, mp 105-107 °C. 1H NMR (400 MHz, CDCl3) δ 8.09 (d, J=9.4 Hz, 2H), 6.80 (d, J=9.4 Hz, 2H), 3.48-3.37 (m, 4H), 2.58-2.50 (m, 4H), 2.35 (s, 3H). 13C NMR (101 MHz, CDCl3) δ 154.91, 138.55, 126.03, 112.79, 77.16, 54.59, 47.02, 46.10. ESI/MS for (C11H15N3O2 [M+H]+). Calcd: 222.1. Found: 221.4.

References:

Bertrand, Jeanluc;Castro, Alejandro;Dostálová, Hana;Espinosa-Bustos, Christian;Jorda, Radek;Krystof, Vladimir;María Zarate, Ana;Mella, Jaime;Salas, Cristian O. [Bioorganic Chemistry,2019]

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