Synthetic process of 4-[2-(5-chloro-2-methoxy benzamide)ethyl]benzsulfamide

Abstract

The invention discloses a synthetic process of 4-[2-(5-chloro-2-methoxy benzamide)ethyl]benzsulfamide, and belongs to the technical field of medicinal synthesis processes. According to the process, 5-chloro-2-methoxybenzoic acid and phenylethylamine serve as the raw materials, and a target product is obtained through reactions of four steps including acylating chlorination, amidation, chlor amidation osulfonation and sulfanil amination. By means of the synthesis method, low-price industrial chemicals serve as raw materials and reaction reagents, single-solvent systems are adopted, smooth process connection is achieved, reaction yield is increased, process operation is simplified, and production cost is reduced while raw material cost is reduced.

Description

technical field [0001] The invention relates to the technical field of medicine synthesis technology, in particular to a synthesis technology of 4-[2-(5-chloro-2-methoxybenzamide) ethyl]benzenesulfonamide. Background technique [0002] 4-[2-(5-chloro-2-methoxybenzamide) ethyl]benzenesulfonamide is an important intermediate in the synthesis of hypoglycemic drug glibenclamide (Glibenclamide), but this compound is introduced in literature reports by There are few methods for synthesizing basic chemicals as starting materials. [0003] There are basically two methods: [0004] [0005] Comparing the above two process methods, the first method involves long process route and cumbersome unit operation because it involves amine group protection and deprotection, and the second method does not involve amine group protection and deprotection, and has fewer reaction steps, but the reaction adopts the first price The one-step amidation reaction uses more expensive EDCI as a reagen...

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Problems solved by technology

[0002] 4-[2-(5-chloro-2-methoxybenzamide) ethyl]benzenesulfonamide is an important intermediate in the synthesis of hypoglycemic drug glibenclamide (Glibenclamide), but this compound is introduced in literature reports by There are few methods for synthesizing basic chemicals as starting materials

[0005] Comparing the above two process methods, the first method involves long process route and cumbersome unit operation because it involves amine group protection and deprotection, and the second method does not involve amine group protection and deprotection, and has fewer reaction steps, but the reaction adopts the most expensive method. The one-step amidation reaction uses more expensive EDCI as a reagent, the post-reaction treatment is seriously polluted, and each step of the intermediate involves column chromatography separation and purification

Similarly, the above two processes involve continuous switching of solvents, and the yields of some steps are low, which is obviously not suitable for industrial scale-up production

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