The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Halogenation of nucleic acids. I. Action of bromine on bases and nucleosides in dimethylformamide medium》. Authors are Duval, J.; Ebel, J. P..The article about the compound:8-Bromoguaninecas:3066-84-0,SMILESS:NC(N1)=NC(NC(Br)=N2)=C2C1=O).Safety of 8-Bromoguanine. Through the article, more information about this compound (cas:3066-84-0) is conveyed.
The reaction of Br2 at 0-50° with the purine and pyrimidine bases and their ribonucleosides dissolved in dimethylformamide completely free of moisture gives 5-bromouracil, 5-bromocytosine, 8-bromoguanine, and their corresponding nucleosides in good yield; but adenine and its nucleosides are not brominated. If a small amount of water is present in the reaction mixture, the reaction proceeds further and dibrominated derivatives are formed which do not show uv absorption.
From this literature《Halogenation of nucleic acids. I. Action of bromine on bases and nucleosides in dimethylformamide medium》,we know some information about this compound(3066-84-0)Safety of 8-Bromoguanine, but this is not all information, there are many literatures related to this compound(3066-84-0).
Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem