116589-41-4

Upstream product

• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 116589-28-7 8-(hydroxymethyl)theophylline sodium salt 
• 116589-34-5 7-cinnamyl-8-bromomethyltheophylline 
• 116589-31-2 8-Hydroxymethyl-1,3-dimethyl-7-((E)-3-phenyl-allyl)-3,7-dihydro-purine-2,6-dione 
• 2879-16-5 8-hydroxymethyltheophylline 

Relevant academic research and scientific papers

1,3-DIPOLAR CYCLOADDITION REACTIONS OF 7-ALKENYL- OR 7-ALKYNYL-8-AZIDOMETHYLTHEOPHYLLINES

8-Azidomethyltheophyllines XI-XIV, containing dipolarophilic alkenyl or alkynyl (i.e. allyl, 2-butenyl, cinnamyl, and 2-propynyl) groups in position 7, undergo thermally induced 1,3-dipolar intramolecular cycloaddition under formation of 7-substituted 1,3-dimethyl-2,4-dioxo-1,2,3,4,6,6a,7,11-octahydro(1,2,3)triazolopyrazinopurines XV-XVII and 1,3-dimethyl-2,4-dioxo-1,2,3,4,6,11-hexahydro(1,2,3)triazolopyrazinopurine (XVIII), respectively.The compounds were synthesized starting from 8-hydroxymethyltheophylline (I) which was alkylatedto give 7-alkenyl- and 7-alkynyl-8-hydroxymethyltheophyllines III-VI and these were converted into the corresponding 8-halogenomethyl derivatives VII-X by treatment with thionyl chloride or phosphorus tribromide.Reaction of VII-X with sodium azide afforded the 8-azidomethyl derivatives XI-XIV.