A convenient synthesis of isonitriles has been devised using a , -dimethylformamide (DMF) solution of chlorodimethylformiminium chloride, prepared in situ from thionyl chloride and DMF, to dehydrate a variety of formamides. This general procedure enables one to prepare aliphatic, alicyclic, vinylic, and aromatic isonitriles in excellent yields. The reduction of isocyanates with lithium tri-tert-butoxylaluminum hydride to yield formamides is described.

8) 2,4,6-Trimethylpyrimldine has been shown to undergo metalatlon with phenyllithium exclusively at the 4-methyl group.6 (9) (a) 2-Methyl-4(3H)-quinazolinone has been shown to undergo condensation at the methyl group with chloral: P. Y. Kulkarnl, J. Indian Chem. Soc.. 19, 180 (1942). (b) The N-phenyl derivative also has been reported to undergo similar reactions with other aldehydes: B. D. Singh and D. N. Chaudbury, ibid.. 45, 311 (1968). (c) Alkylation of 2-methyl-4(3H)-quinazolinone employing sodium hydride reportedly gives only Nand O-alkylated products:

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