C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/264.3
C07D 237/32 (2006.01) C07D 307/88 (2006.01)
Patent
CA 1143733
ABSTRACT OF THE DISCLOSURE A novel process for producing 7-alkoxycarbo- nyl-6,8-dimethyl-4-hydroxymethyl-1-ohthalazone, and its intermediates. 7-Alkoxycarbonyl-6,8-dimethyl-4- hydroxymethyl-l-phthalazone can be obtained by reacting substituted methylenetriphenylphosphorane with 3,5- dimethyl-4-alkoxyearbonylphthalie anhydride to obtain 6-alkoxycarbonyl-5,7-dimethyl-.DELTA.3'.alpha.-substituted methylenephthalide, reacting the latter with hydrazine to obtain a phthalazone derivative, hydrolyzing the latter, halogenating the hydrolyzale to obtain 7- alkoxycarbonyl-6,8-dimethyl-4-(.alpha.-halogeno-.alpha.-substituted methyl)-l-phthalazone and then directly hydrolyzing and decarboxylating the latter or, when said 7-alkoxy- carbonyl-6,8-dimethyl-4-(.alpha.-halogeno-.alpha.-substituted methyl)-l-phthalazone is 7-alkoxycarbonyl-6,8-dimethyl- l-phthalazone-4-.alpha.-halogenoacetic acid, reacting it with a carboxylic acid salt such as sodium acetate and simultaneously decarboxylating the acyloxylated compound and then hydrolyzing the decarboxylated product or firstly decarboxylating the l-phthalazone-4-.alpha.-halogenoacetic acid derivative, reacting the decarboxylated product with said carboxylic acid salt and then hydrolyzing the react on product or when said 7-alkoxycarbonyl-6,8-dimethyl-4-(.alpha.- halogeno-.alpha.-substituted methyl)-1-phthalazone is 7-alkoxy- carbonyl-4-(.alpha.-carbamoyl-.alpha.-halogenomethyl)-6,8-dimethyl-l- phthalazone, reacting it with said carboxylic acid salt and then hydrolyzing and decarboxylating the acyloxylated compound simultaneously.
356356
Nishizawa Rinzo
Takei Yukio
Yoshida Masao
Fetherstonhaugh & Co.
Nippon Kayaku Kabushiki Kaisha
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