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91-84-9

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Photoredox-catalyzed decarboxylative cross-coupling of α-amino acids with nitrones
A decarboxylative cross-coupling reaction of α-amino acids with nitrones via visible-light-induced photoredox catalysis has been established for easy access to β-amino hydroxylamines and vicinal diamines with structural diversity, which is featured with simple operation, mild conditions, readily available α-amino acids, and a broad scope of nitrone substrates. The application of this protocol can furnish efficient synthetic strategies for some valuable vicinal diamine-containing molecules.
Li, Heng-Hui,Li, Jia-Qi,Zheng, Xiao,Huang, Pei-Qiang
p. 876 - 880
(2021/02/01)

Reinvestigating Raney nickel mediated selective alkylation of amines with alcohols via hydrogen autotransfer methodology
An efficient, cost-effective use of Raney nickel (R-Ni) a widely used industrial catalyst for N-alkylation using alcohols is highlighted here. The work describes the scope and capability of R-Ni in hydrogen autotransfer reactions enabling its widespread use in the Chemical and Pharmaceutical industry. R-Ni of W4, T4, and W7 grades were prepared and evaluated for alkylation of amines. The best activity and selectivity for mono alkylation of amines were obtained using W4 R-Ni at 1:4 moles of amine to alcohol in xylene at reflux. T4 R-Ni also showed ability to form stable imines. The prepared R-Ni was also recycled and reused for N-alkylation reaction. The optimized methodology was applied for synthesis of Active Pharmaceutical ingredients Piribedil and Mepyramine. The simplicity and wide substrate scope makes this method a preferred Hydrogen Auto-transfer protocol for the alkylation of amines.
Mehta, Astha,Thaker,Londhe,Nandan, Santosh R.
p. 241 - 251
(2014/05/20)

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Chemical Properties

Boiling Point: bp5 201°; bp0.06 168-172°
Density: 1.0141 (rough estimate)
Refractive Index: nD25 1.5760-1.5765
PKA: pKa 4.02(H2O t=25 c=0.002 to 0.01) (Uncertain);8.92 (Uncertain)
PSA: 28.60000
LogP: 2.65840

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