Keteneおよびその誘導体の研究(第27報) : β-Aminocrotonamideのアシル化および閉環反応
1969 年 89 巻 4 号 p. 460-463
詳細
1969 年 89 巻 4 号 p. 460-463
Reaction of β-aminocrotonamide (I) with monoch1oroacetic anhydride affords β-(monochloroacetamido)crotonamide (IIa), which on heating in tetralin changes into 2-chloromethyl-6-methyl-4(3H)-pyrimidinone(IIIa). Reduction of IIIa gives 2, 6-dimethyl-4(3H)-pyrimidinone (VII). Similarly, 2-dichloromethyl-6-methyl-4(3H)-pyrimidinone (IIIb) and 2-trichloromethyl-6-methyl-4(3H)-pyrimidinone (IIIc) are obtained from β-(dichloroacetamido)crotonamide (IIb) and β-(trichloroacetamido)crotonamide (IIc) by a similar treatment as above. The reaction of cyanoacetyl chloride with β-aminocrotonamide (I) affords β-(cyanoacetamido)crotonamide (IId), which, however, dose not change into 2-cyanomethyl-6-methyl-4(3H)-pyrimidinone (IIId).
