ChemicalBook CAS DataBase List Purine

Purine synthesis

15synthesis methods

Product Name:Purine
CAS Number:120-73-0
Molecular formula:C5H4N4
Molecular Weight:120.11

13754-19-3
197 suppliers
$45.00/250mg

124-38-9
130 suppliers
$214.00/14L

120-73-0
159 suppliers
$9.00/100mg

Yield:-

Reaction Conditions:

with N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride;phenylsilane in tetrahydrofuran at 70; under 750.075 - 2250.23 Torr; for 24 h;Schlenk technique;Inert atmosphere;Glovebox;

Steps:

1.A A-Synthesis of Benzimidazole and Derivatives from Aromatic 1,2-Diamines

General procedure: A-Synthesis of Benzimidazole and Derivatives from Aromatic 1,2-Diamines
The first results presented describe the synthesis of benzimidazole rings and derivatives from aromatic 1,2-diamines. In this case, the amine R¹NH₂and the nitrogenous nucleophilic agent R⁵R⁶NH are two reactive functional groups of one and the same molecule (diamine) and are thus connected via a covalent bond. This bond is preferably an aromatic ring of benzene, pyridine or pyrimidine type and the ring formed during the reaction is a nitrogenous heterocycle comprising 5 atoms of imidazole type. In the case where the nucleophile is oxygen-based (R⁷OH), the rings obtained are benzoxazoles. The results presented were produced by preferably using two sources of different reducing agents, polymethylhydrosiloxane (PMHS), sold by Aldrich under the reference 176206, and phenylsilane (PhSiH₃), sold by Aldrich. In the case of the PMHS, as a silane is a polymer, the number of equivalents introduced is given with respect to the number of hydrides introduced and thus the number of monomers introduced with respect to the amine. Thus, the introduction of 3 equivalents of PMHS corresponds to the introduction of 3 equivalents of hydride and thus 3 equivalents of monomers of the PMHS with respect to the amine. Different (pre)catalysts were tested for the reaction.

References:

US2015/148535,2015,A1 Location in patent:Paragraph 0.192; 0193