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Method for preparing canrenone

A technology of canrenone and a synthetic method, which is applied in the field of organic preparation, can solve problems such as harsh reaction conditions, long reaction routes, and high production costs, and achieve the effects of high total yield, cheap reagents, and fewer steps

Inactive Publication Date: 2016-07-20
JIANGSU MARINE RESOURCES DEV RES INST LIAN YUNGANG
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  • Abstract
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Problems solved by technology

[0007] The technical problem to be solved by the present invention is to overcome the defects of harsh reaction conditions, long reaction route, high production cost and complicated operation in the technology reported in the existing preparation formula (I) compound canrenone, and provide a simple and effective preparation (I ) compound canrenone, the method has mild reaction conditions, short reaction route and simple operation

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 4

[0027] Synthesis of embodiment 4 formula (I) compound canrenone

[0028] Add 10mmol of the compound of formula (III) and 20mL of dichloroethane into the reaction flask, stir to dissolve, add 10.5mmol of chloranil, then add 10mL of methanol and 5mL of water, stir at room temperature for 1h; then add 20mL of water, 0.95g of thio Sodium sulfate was added and stirred for another 1 h at room temperature. Filtrate under reduced pressure, wash the filter cake twice with dichloroethane, separate the organic layer, wash with 1M sodium hydroxide solution, distilled water and saturated saline successively, separate the organic layer, dry over anhydrous sodium sulfate, evaporate under reduced pressure Solvent, an oily substance was obtained. A white solid was obtained by crystallization from a methanol-water mixed solvent with a yield of 83%.

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Abstract

The invention discloses a method for preparing canrenone. The method comprises the following steps of step one, reacting a compound shown in formula (II) with acraldehyde under the action of a catalyst to obtain a compound shown in formula (III); step two, reacting the compound shown in the formula (III) with chloranil to dehydrogenize, thus obtaining the canrenone. The method for preparing the canrenone, provided by the invention, has the advantages of short steps, simplicity and convenience in operation, high synthesis efficiency and suitability for industrial production; a new path is provided for preparing the canrenone.

Description

technical field [0001] The invention belongs to the technical field of organic preparation, and in particular relates to a method for preparing canrenone. Background technique [0002] Spironolactone is a mineralocorticoid antagonist developed by Pfizer of the United States. It is now on the market in many countries and is mainly used to treat hypertension and congestive heart failure. Eplerenone is the first selective aldosterone receptor antagonist. Its curative effect is similar to that of spironolactone, but it has almost no endocrine side effects of spironolactone and has better tolerance. [0003] Canrenone, a compound of formula (I), is not only a commonly used diuretic, but also a key intermediate for the synthesis of spironolactone and eplerenone. Its efficient and simple preparation process is of great significance for the synthesis of spironolactone and eplerenone. [0004] At present, there have been reports on the preparation process of canrenone, the compound ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J21/00
CPCC07J21/003
Inventor 王启发程青芳刘洲耿琦琦许兴友
Owner JIANGSU MARINE RESOURCES DEV RES INST LIAN YUNGANG
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