- Synthesis process of N-amino-3-azabicyclo [3, 3, 0] octane hydrochloride
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The invention provides a synthesis process of N-amino-3-azabicyclo [3, 3, 0] octane hydrochloride, and relates to the technical field of gliclazide intermediate synthesis. The synthesis process comprises the following steps: heating, dehydrating and cyclizing 2-carbamoyl amine cyclopentanecarboxylate serving as a raw material under the catalysis of an acid catalyst until no water is generated, adding toluene, refluxing and dissolving, and carrying out post-treatment to obtain 1, 2-cyclopentane dicarboximide; reacting the 1, 2-cyclopentane dicarboximide with chloramine under an alkaline condition, and carrying out post-treatment to obtain N-amino-1, 2-cyclopentane dicarboximide; and reducing the amino-1, 2-cyclopentane dicarboximide in the presence of sodium borohydride/aluminum trichloride and an organic solvent, and performing post-treatment to obtain the product. According to the present invention, the three-step synthesis is performed through the catalytic cyclization reaction, the nucleophilic substitution reaction and the reduction reaction, the raw materials are cheap and easily available, the high toxicity product is not generated, the harsh reaction condition is not required, the yield and the purity of each step are high, and the method is suitable for the large-scale industrial production.
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Paragraph 0017; 0027; 0030-0032; 0035-0037; 0040-0042; 0045-
(2021/05/29)
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- Method for preparing N-amino-3-aza-bicyclo [3, 3, 0] octane hydrochloride
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The invention relates to a new method for preparing N-amino-3-aza-bicyclo [3, 3, 0] octane hydrochloride. The technical problem to be solved is that the preparation method is simplified, the pollutionis reduced, and the use of carcinogenic substances is avoided. The preparation method comprises the following steps of: 1) taking the material of formula (II) as a raw material, adding water, and fully reacting with a halogen acid dimer acid at a temperature of between 80 and 200 DEG C to obtain a reaction solution; 2) Concentrating the reaction solution after the reaction is finished, adding thewater-soluble alcohol to dissolve the reaction solution, and precipitating out the excess halogen acid; 3) filtering out precipitate; treating mother liquor to obtain N-amino-3-aza-bicyclo [3, 3, 0]octane hydrochloride.
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Paragraph 0042-0044
(2018/10/19)
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- Preparation method of gliclazide side chain and preparation method of gliclazide
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The invention relates to a preparation method of N-amino-3-azabicyalo [3.3.0] octane serving as a gliclazide side chain. The gliclazide side chain is obtained by carrying out one-step hydrogenation reduction on N-cyclopentyl amine imide through a transition metal atom-modified ruthenium-carbon catalyst. The activity of the modified ruthenium-carbon catalyst used in the method is obviously higher than that of an existing commercial ruthenium-carbon catalyst, so that the imide hydrogenation reaction which is hard to realize in the N-cyclopentyl amine imide can be carried out successfully. The preparation method of the gliclazide side chain is safe, efficient, high in yield and simple for posttreatment; the catalyst can be cyclically used indiscriminately, so that the production cost is substantially reduced, and green synthesis is basically realized; no waste water and no waste slag are produced; and the preparation method is particularly suitable for large-scale industrial production. The invention further relates to a production method of gliclazide, which has the advantages of short synthesis path, high yield, low preparation cost and the like.
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Paragraph 0078; 0079
(2017/07/04)
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