Sodium Hydroxide Catalyzed N‑Alkylation of (Hetero) Aromatic Primary Amines and N1,C5‑Dialkylation of 4‑Phenyl-2-aminothiazoles with Benzyl Alcohols

In the presence of a catalytic amount of NaOH, the selective N-alkylation of various heteroaromatic primary amines is reported. With 1 equiv of NaOH, N1,C5-dialkylation of 4-phenyl-2-aminothiazoles has been investigated. Reaction of in situ generated aldehyde with amine yields the N-alkylated and N1,C5-dialkylated products through hydride ion transformation from alcohol.

在催化量氢氧化钠（NaOH）存在下，本文报道了各类杂芳族伯胺的选择性N-烷基化反应。当使用1当量氢氧化钠时，研究了4-苯基-2-氨基噻唑的N1,C5-二烷基化反应。原位生成的醛与胺发生反应，通过醇的氢负离子转移过程，得到N-烷基化及N1,C5-二烷基化产物。