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    • 2. 发明授权
    • Process for producing
7-alkoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1-phthalazone and its
intermediates
    • 7-烷氧基羰基-6,8-二甲基-4-羟甲基-1-酞嗪酮及其中间体的制备方法
    • US4350813A
    • 1982-09-21
    • US171363
    • 1980-07-23
    • Yukio TakeiMasao YoshidaRinzo Nishizawa
    • Yukio TakeiMasao YoshidaRinzo Nishizawa
    • C07D237/32C07D307/88
    • C07D307/88C07D237/32
    • A novel process for producing 7-alkoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1-phthalazone, and its intermediates. 7-Alkoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1-phthalazone can be obtained by reacting substituted methylenetriphenylphosphorane with 3,5-dimethyl-4-alkoxycarbonylphthalic anhydride to obtain 6-alkoxycarbonyl-5,7-dimethyl-.DELTA..sup.3,.alpha. -substituted methylenephthalide, reacting the latter with hydrazine to obtain a phthalazone derivative, hydrolyzing the latter, halogenating the hydrolyzate to obtain 7-alkoxycarbonyl-6,8-dimethyl-4-(.alpha.-halogeno-.alpha.-substituted methyl)-1-phthalazone and then directly hydrolyzing and decarboxylating the latter or, when said 7-alkoxycarbonyl-6,8-dimethyl-4-(.alpha.-halogeno-.alpha.-substituted methyl)-1-phthalazone is 7-alkoxycarbonyl-6,8-dimethyl-1-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 1-phthalazone-4-.alpha.-halogenoacetic acid derivative, reacting the decarboxylated product with said carboxylic acid salt and then hydrolyzing the reaction product or when said 7-alkoxycarbonyl-6,8-dimethyl-4-(.alpha.-halogeno-.alpha.-substituted methyl)-1-phthalazone is 7-alkoxycarbonyl-4-(.alpha.-carbamoyl-.alpha.-halogenomethyl)-6,8-dimethyl-1-phthalazone, reacting it with said carboxylic acid salt and then hydrolyzing and decarboxylating the acyloxylated compound simultaneously.
    • 7-烷氧基羰基-6,8-二甲基-4-羟甲基-1-酞嗪酮及其中间体的新方法。 7-烷氧基羰基-6,8-二甲基-4-羟甲基-1-酞嗪酮可以通过使取代的亚甲基三苯基正膦与3,5-二甲基-4-烷氧基羰基邻苯二甲酸酐反应得到6-烷氧基羰基-5,7-二甲基-D-三唑, α-取代的亚甲基对苯二甲酸盐,使后者与肼反应得到酞嗪衍生物,水解后者,卤化水解产物得到7-烷氧基羰基-6,8-二甲基-4-(α-卤素-α-取代的甲基)-1- 然后直接水解和脱羧后者,或当所述7-烷氧基羰基-6,8-二甲基-4-(α-卤素-α-取代的甲基)-1-酞嗪酮为7-烷氧基羰基-6,8-二甲基 - 1-酞嗪-4-α-卤代乙酸,使其与羧酸盐如乙酸钠反应,同时使酰氧基化化合物脱羧,然后水解脱羧产物,或首先使1-酞嗪-4--α-卤代乙酸衍生物脱羧 使脱羧产物与所述羧酸盐反应,然后水解反应产物,或当所述7-烷氧基羰基-6,8-二甲基-4-(α-卤代-α-取代的甲基)-1-酞嗪酮为7-烷氧羰基 - 将4-(α-氨基甲酰基-α-卤代甲基)-6,8-二甲基-1-酞嗪酮与所述羧酸盐反应,然后同时水解和脱羧酰氧化化合物。
    • 3. 发明授权
    • Intermediates of
7-alkoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1-phthalazone
    • 7-烷氧基羰基-6,8-二甲基-4-羟甲基-1-酞嗪酮的中间体
    • US4464532A
    • 1984-08-07
    • US386001
    • 1982-06-07
    • Yukio TakeiMasao YoshidaRinzo Nishizawa
    • Yukio TakeiMasao YoshidaRinzo Nishizawa
    • C07D237/32C07D307/88
    • C07D307/88C07D237/32
    • A novel process for producing 7-alkoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1-phthalazone, and its intermediates. 7-Alkoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1-phthalazone can be obtained by reacting substituted methylenetriphenylphosphorane with 3,5-dimethyl-4-alkoxycarbonylphthalic anhydride to obtain 6-alkoxycarbonyl-5,7-dimethyl-.DELTA..sup.3,.alpha. -substituted methylenephthalide, reacting the latter with hydrazine to obtain a phthalazone derivative, hydrolyzing the latter, halogenating the hydrolyzate to obtain 7-alkoxycarbonyl-6,8-dimethyl-4-(.alpha.-halogeno-.alpha.-substituted methyl)-1-phthalazone and then directly hydrolyzing and decarboxylating the latter or, when said 7-alkoxycarbonyl-6,8-dimethyl-4-(.alpha.-halogeno-.alpha.-substituted methyl)-1-phthalazone is 7-alkoxycarbonyl-6,8-dimethyl-1-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 1-phthalazone-4-.alpha.-halogenoacetic acid derivative, reacting the decarboxylated product with said carboxylic acid salt and then hydrolyzing the reaction product or when said 7-alkoxycarbonyl-6,8-dimethyl-4-(.alpha.-halogeno-.alpha.-substituted methyl)-1-phthalazone is 7-alkoxycarbonyl-4-(.alpha.-carbamoyl-.alpha.-halogenomethyl-6,8-dimethyl-1-phthalazone, reacting it with said carboxylic acid salt and then hydrolyzing and decarboxylating the acyloxylated compound simultaneously.
    • 7-烷氧基羰基-6,8-二甲基-4-羟甲基-1-酞嗪酮及其中间体的新方法。 7-烷氧基羰基-6,8-二甲基-4-羟甲基-1-酞嗪酮可以通过使取代的亚甲基三苯基正膦与3,5-二甲基-4-烷氧基羰基邻苯二甲酸酐反应得到6-烷氧基羰基-5,7-二甲基-D-三唑, α-取代的亚甲基对苯二甲酸盐,使后者与肼反应得到酞嗪衍生物,水解后者,卤化水解产物得到7-烷氧基羰基-6,8-二甲基-4-(α-卤素-α-取代的甲基)-1- 然后直接水解和脱羧后者,或当所述7-烷氧基羰基-6,8-二甲基-4-(α-卤素-α-取代的甲基)-1-酞嗪酮为7-烷氧基羰基-6,8-二甲基 - 1-酞嗪-4-α-卤代乙酸,使其与羧酸盐如乙酸钠反应,同时使酰氧基化化合物脱羧,然后水解脱羧产物,或首先使1-酞嗪-4--α-卤代乙酸衍生物脱羧 使脱羧产物与所述羧酸盐反应,然后水解反应产物,或当所述7-烷氧基羰基-6,8-二甲基-4-(α-卤代-α-取代的甲基)-1-酞嗪酮为7-烷氧羰基 - 4-(α-氨基甲酰基-α-卤代甲基-6,8-二甲基-1-酞嗪酮)与所述羧酸盐反应,然后同时水解和脱羧酰氧基化化合物。