Base Information
- Chemical Name:1,4-dihydro-2-quinazolinamine
- CAS No.:75191-78-5
- Molecular Formula:C8H9N3
- Molecular Weight:147.18
- Hs Code.:
Synonyms:1,4-dihydro-2-quinazolinamine
Synonyms:1,4-dihydro-2-quinazolinamine
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The study titled "Synthesis of 2-Amino-3,4-dihydroquinazolines and Imidazo[2,1-b]quinazoline-2-ones" presents a straightforward method for synthesizing 2-amino-3,4-dihydroquinazolines and related compounds like imidazo[2,1-b]quinazoline-2-ones and imidazo[2,1-b]quinazolines using Baylis–Hillman derivatives as starting materials. The process involves several key steps: an SN2 reaction of a primary amine with a Baylis–Hillman acetate derived from 2-nitrobenzaldehyde, cyanogen bromide-mediated nitrile addition, and iron–acetic acid promoted reductive cyclization. The researchers used various primary amines to prepare allyl amines, which were then converted to cyanamides and subsequently to the desired 2-aminoquinazolines through reductive cyclization. The study also extended this methodology to synthesize imidazo[2,1-b]quinazoline-2-ones and imidazo[2,1-b]quinazolines in a one-pot process by using secondary allyl amines and modifying the reaction conditions accordingly. The synthesized compounds have potential biological relevance and can serve as precursors for the development of pharmaceutical agents.
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