The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Solvent-free N-Boc deprotection by ex situ generation of hydrogen chloride gas》. Authors are Verschueren, Rik H.; Gilles, Philippe; Van Mileghem, Seger; De Borggraeve, Wim M..The article about the compound:Piperidin-4-amine dihydrochloridecas:35621-01-3,SMILESS:NC1CCNCC1.[H]Cl.[H]Cl).Related Products of 35621-01-3. Through the article, more information about this compound (cas:35621-01-3) is conveyed.
An efficient, scalable and sustainable method for the quant. deprotection of the tert-Bu carbamate (N-Boc) protecting group is described, using down to near-stoichiometric amounts of hydrogen chloride gas in solvent-free conditions. The ex situ generation of hydrogen chloride gas from sodium chloride and sulfuric acid in a two-chamber reactor, introducing a straightforward method for controlled and stoichiometric release of HCl gas were demonstrated. The solvent-free conditions allow deprotection of a wide variety of N-Boc derivatives e.g., N-Boc benzylamine to obtain the hydrochloride salts in e.g., benzylamine hydrochloride quant. yields. The procedure obviates the need for any work-up or purification steps providing an uncomplicated green alternative to standard methods. Due to the solvent-free, anhydrous conditions, this method shows high tolerance towards acid sensitive functional groups and furnishes expanded functional group orthogonality.
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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia