25127-31-5Relevant academic research and scientific papers
Synthesis of dibenzocycloketones by acyl radical cyclization from aromatic carboxylic acids using methylene blue as a photocatalyst
Jiang, Hongshuo,Mao, Guijie,Wu, Hongfeng,An, Qi,Zuo, Minghui,Guo, Weihao,Xu, Chunzhao,Sun, Zhizhong,Chu, Wenyi
, p. 5368 - 5373 (2019)
An efficient intramolecular radical cyclization reaction via photoredox catalysis was developed for the synthesis of dibenzocycloketone derivatives using methylene blue as a photosensitizer. This strategy could be widely used to synthesize large heterocycles due to the unique reactivity of phosphoranyl radicals formed by a polar/SET crossover between an aromatic carboxylic acid and a phosphine radical cation. Attractive features of this process include generation of an acyl radical by an inexpensive and metal-free photocatalyst, which effectively undergoes a cyclization process.
Synthesis method of doxepin hydrochloride
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, (2021/11/03)
The invention relates to a synthetic method of doxepin hydrochloride. The method comprises the following steps: (1) phosphites react with 3 - chlorine -1 - (N, N - dimethyl) propylamine to obtain 3 - (N, N - dimethyl) propyl phosphate, or a salt thereof with hydrochloric acid to obtain 3 - (N, N - dimethyl) propyl phosphate hydrochloride. (2) Reaction of 3 - (N, N -dimethyl) propyl phosphate or its hydrochloride with 6, 11 -dihydrodibenzo [b, e] oxepin -11 - ketone under strong base conditions Wittig to obtain doxorubicin. (3) The multi-plug is subjected to salt formation reaction with hydrochloric acid to prepare the doxorubicin hydrochloride. In 1st-step reaction step, the yield of the alkyl phosphate product prepared by adopting the reaction is high, thereby ensuring the yield and purity of the final product hydrochloride. Compared with the prior art, the method has the advantages of simple process, low production cost, less process steps and the like.
Improved synthesis method of doxepin hydrochloride
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, (2021/11/19)
The invention relates to an improved synthesis method of doxepin hydrochloride. The method comprises the following steps: (1) reacting triphenylphosphine with 3 - chlorine -1 - (N, N - dimethyl) propylamine to prepare (3 - (dimethylamino) propyl) triphenyl phosphine chloride. (2) Reaction of (3 - (dimethylamino) propyl) triphenyl phosphine chloride and 6, 11 -dihydrodibenzo [b, e] oxepin -11 - ketone under a strong base condition to Wittig prepare a doxorubicin. (3) The multi-plug is subjected to salt formation reaction with hydrochloric acid to prepare the doxorubicin hydrochloride. The second Reaction is adopted in Wittig-step reaction, so that the reaction is simpler, the requirements for water and reaction equipment of the solvent and the raw materials are lower, and the repetition rate is higher. Compared with the prior art, the method has the advantages of simple process, low production cost, less process steps and the like.
Refining method of doxepin hydrochloride
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Paragraph 0025; 0029-0031; 0035-0037; 0041-0053, (2021/05/01)
The invention belongs to the field of medicine synthesis, and relates to a refining method of doxepin hydrochloride. The refining method of doxepin hydrochloride comprises the following steps: adding a doxepin hydrochloride crude product into water, adjusting the pH value with alkali liquor, extracting with dichloromethane, and spin-drying an organic phase to obtain free doxepin. The method comprises the following steps: dissolving free doxepin in a mixed solvent of diethyl ether and ethanol, adding maleic acid in a controlled temperature range, and stirring to separate out doxepin maleate; adding doxepin maleate into water, adjusting the pH value with alkali liquor, extracting with dichloromethane, and spin-drying an organic phase to obtain free doxepin; dropwise adding isopropyl ether hydrogen chloride into the free doxepin, stirring and crystallizing to obtain doxepin hydrochloride. The Z-configuration doxepin hydrochloride content of the product obtained by the method is 17%-18.5%.
Synthetic method of doxepin hydrochloride
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Paragraph 0036; 0047-0049; 0054-0055; 0060-0061; 0066-0067, (2020/12/30)
The invention discloses a synthetic method of doxepin hydrochloride. The synthetic method comprises the following steps: using N, N-dimethyl-3-chloropropylamine as an initial raw material, carrying out Grignard reaction, carrying out addition reaction on the reaction product and 6, 11-dihydrodibenzo [b, e] oxepine-11-ketone, and sequentially carrying out elimination reaction and salifying reactionto synthesize the final product. According to the method, high-purity doxepin hydrochloride can be obtained through four-step synthesis, a substitution reaction is not needed, and the yield of the prepared product is high. Compared with the existing synthesis process, the method has the advantages of few synthesis steps, simple process, short production period, low cost and the like.
Method for preparing doxepin hydrochloride using o-halogen methyl methyl benzoate as raw material
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, (2016/10/09)
The present invention discloses a method for preparing doxepin hydrochloride using o-halogen methyl methyl benzoate as a raw material. In the method, o-halogen methyl methyl benzoate which is wide in source is used as a starting raw material, and sulfasalazine is obtained through substitution, hydrolysis, cyclization, nucleophilic addition, elimination reaction, nucleophilic substitution and neutralization reaction. The method comprises: during a nucleophilic substitution reaction obtained in the seventh step, using an organic lithium compound in an ether solution, so that the organic lithium compound and dimethylamine form an ammonium lithium salt (the formula is as shown in the description); then conducting an alkylation reaction on the ammonium lithium salt and a halide to improve the yield of tertiary amine, thereby ensuring the yield and purity of doxepin hydrochloride.
A to phthaldialdehyde as the raw material to synthesize method of doxepin hydrochloride (by machine translation)
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, (2016/10/10)
This invention discloses in a to phthaldialdehyde as the raw material to synthesize method of doxepin hydrochloride. The method comprises in a wide range of sources phthaldialdehyde as the starting material, reaction by sequentially connie Zha Luo, intramolecular esterification, substituted, cyclized, nucleophilic addition, elimination reactions, nucleophilic substitution, pro-nuclear substituted, and in the reaction, to obtain liu Danhuang pyridine. In section 8 step in the nucleophilic substitution reaction steps, yu Mi using organic lithium compound in the solvent, so that the organic compound forming ammonium lithium salt with dimethylamine , Then this ammonium lithium salt for carrying out the alkylation reaction with halo, improve the yield of the addition, the ultimate so as to guarantee the yield and purity of doxepin hydrochloride. Phthaldialdehyde cheap, so as to reduce the production cost. (by machine translation)
Synthetic method of doxepin hydrochloride adopting o-halogen methyl benzoate as raw material
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Paragraph 0083; 0092, (2016/10/07)
The invention discloses a synthetic method of doxepin hydrochloride adopting o-halogen methyl benzoate as a raw material. The synthetic method comprises: taking the o-methyl benzoate wide in source as a starting raw material, and sequentially carrying out benzyl halogenations, substitution, hydrolysis, cyclization, nucleophilic addition, nucleophilic substitution and neutralization to obtain salazosulfapyridine. In the nucleophilic substitution step of step 7, an organic lithium compound is dissolved in an ether solvent, so that the organic lithium compound and dimethylamine react to form an ammonium lithium salt (see the description), then the ammonium lithium salt is subjected to alkylation reaction with a halogen compound, the yield of the tertiary ammonium is increased, and the yield and purity of the final doxepin hydrochloride can be guaranteed.
METHODS OF USING LOW-DOSE DOXEPIN FOR THE IMPROVEMENT OF SLEEP
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Page/Page column 23; 24, (2008/12/07)
Methods of treating sleep disorders by administration of low doses of doxepin in individuals seeking sustained efficacy or in need of avoiding weight gain, rebound insomnia, or sedative tolerance resulting from doxepin treatment.
SYNTHESIS OF DOTHIEPIN AND DOXEPIN BY GRIGNARD REACTIONS IN TOLUENE
Jalander, Lars,Oksanen, Lasse,Taehtinen, Johanna
, p. 3349 - 3352 (2007/10/02)
The tricyclic antidepressant agents 11-(3-N,N-dimethylaminopropylidene)-6H,11H-dibenzo--thiepin hydrochloride (Dothiepin) and 11-(3-N,N-dimethylaminopropylidene)-6H,11H-dibenzo-oxepin hydrochloride (Doxepin) have been prepared in good yield by Grignard reactions in toluene.
