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Paper | Special issue | Vol 37, No. 2, 1994, pp.823-831
Published online, 1st January, 1970
DOI: 10.3987/COM-93-S67
Ring Opening of 4-Chloroquinazoline into 2-Arylmethyleneaminobenzonitrile by Grignard Reaction

Akira Miyashita,* Takami Sasaki, Etsuo Oishi, and Takeo Higashino

*School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Shizuoka 422-8526, Japan


The treatment of 4-chloroquinazoline (1) with arylmagnesium bromide (3) in tetrahydrofuran (THF) resulted in the formation of 2-arylmethyleneaminobenzonitrile (2). Continued reaction of ring opening of 1 and subsequent hydrolysis of the products (2) afforded the corresponding arenecarbaldehydes (4).