Synthesis of 2-aminoquinazolines from ortho-fluorobenzaldehydes
✍ Scribed by John B. Hynes; Johnny P. Campbell
- Book ID
- 102345973
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1997
- Tongue
- English
- Weight
- 253 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
The reaction of guanidine carbonate with various ortho‐fluorobenzaldehydes in N,N‐diinethylacetamide was investigated as a potential route for preparing 2‐aminoquinazolines. Eleven new 2‐aminoquinazolines were elaborated in this manner in low to moderate yields. In general the best results were obtained with ortho‐fluorobenzaldehydes possessing an electron withdrawing substituent at the other ortho position. Complex mixtures were obtained using 2‐fluorobenzaldehyde, 2,5‐difluorobenzaldehyde and 2‐fluoro‐5‐methoxybenzaldehyde which were not resolved.
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