Preparation method of gliclazide intermediate cyclohexanone-2-methanmide
A technology of cyclohexanone and formamide, which is applied in the field of drug synthesis, can solve problems such as low yield, poor quality, and complicated synthetic operations, and achieve the effects of high yield, mild reaction conditions, and high product purity
Inactive Publication Date: 2013-06-19
SHANDONG FANGMING PHARMACEUTICAL CO LTD
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Problems solved by technology
[0005] Cyclohexanone-2-carboxamide is an important intermediate for the synthesis of gliclazide, and the existing process has complicated synthetic operations, low yield and poor quality
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[0011] Add 108g of spiro rings in 216g of prepared 9.1-9.8% dilute sulfuric acid, heat up and distill out the mixed fraction of water and cyclohexanone, when there is no cyclohexanone in the fraction, continue to distill water to 65-80% of the total water, Stand for stratification, separate the lower water layer, add the upper oil layer to 90g ethyl acetate, raise the temperature and reflux for half an hour, cool down to below 10°C and keep it for 2 hours, crystallize, suction filter, wash with water, and dry to get white or beige Cyclohexanone-2-carboxamide crystalline powder 41.5g, yield 60%.
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The invention discloses a preparation method of gliclazide intermediate cyclohexanone-2-methanmide. According to the preparation method, spiro-compounds are added in 9.1-9.8% of prepared dilute sulphuric acid, the temperature is raised, and then water and cyclohexanone mixed fraction are obtained. When cyclohexanone does not exist in the fraction, the water is continued to be steamed to be 65-80% of the total water amount, standing and layering are carried out, after a water layer at the bottom is layered, an oil layer at the top is placed into esters solution, the temperature of the solution is raised, backflow is conducted for half an hour, then the temperature of the solution is reduced to be below 10 DEG C and then preserved for 2 hours, and finally white or off-white gliclazide intermediate cyclohexanone-2-methanmide crystalline powder is obtained after suction filtration, washing and drying. According to the preparation method of the gliclazide intermediate cyclohexanone-2-methanmide, synthetic process is easy to operate, reaction conditions are mild, product purity is high, yield coefficients are high, and the preparation method is suitable for commercial process.
Description
technical field [0001] The invention relates to a preparation method of a gliclazide intermediate cyclohexanone-2-carboxamide, which belongs to the technical field of drug synthesis. Background technique [0002] Cyclohexanone-2-carboxamide is an intermediate for the synthesis of gliclazide, and its chemical reaction formula is as follows: [0003] [0004] Gliclazide (Gliclazide, GZ) is a second-generation oral sulfonylurea hypoglycemic drug, suitable for non-insulin-dependent diabetes, obese diabetes, senile diabetes and diabetes with cardiovascular complications. Since Gliclazide was successfully developed by the French company Servier and launched in the market in 1972, due to its obvious hypoglycemic effect, it can reduce insulin resistance, has fewer side effects, and can also improve microvascular lesions, making it a second-generation sulfonylurea. It is the preferred hypoglycemic drug in this class of drugs and has been widely used clinically. After the introdu...
Claims
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Inventor 方金印陈成文范兴山董海长王飞龙
Owner SHANDONG FANGMING PHARMACEUTICAL CO LTD
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