30 results about "Thiophosgene" patented technology

A process for the preparation of perfluoroalkyl sulfenyl chloride; said process comprising i) reacting a compound of formula (I) wherein R represents an aromatic group with or without a substituent; and R' represents a halogen, with at least one fluoride compound and thiophosgene in a solvent to obtain a reaction mass; ii) pulverizing the reaction mass with the help of beads to obtain a mixture containing trifluoromethyl thiomethyl benzene derivative; iii) isolating the trifluoromethyl thiomethyl benzene derivative from the mixture; iv) distilling the trifluoromethyl thiomethyl benzene derivative to obtain a purified trifluoromethyl thiomethyl benzene derivative; v) dissolving the purified trifluoromethyl thiomethyl benzene derivative in a solvent selected from the group consisting of dichloromethane, toluene, benzene, ethylene dichloride, mono chloro benzene, carbon tctra chloride, ortho dichloro benzene and tri chloro benzene; and vi) cleaving the trifluoromethyl thiomethyl benzene derivative by selective chlorinolysis by passing chlorine gas at a temperature in the range of about -10 to about 30 DEG C to obtain perfluoroalkyl sulfenyl chloride.

The synthesis method of sulforaphane of the present invention belongs to the field of medicine synthesis. After the amino group in 4-amino-1-butanol is protected by the Boc group, its hydroxyl group is converted into a methylsulfonyl ester by methylsulfonyl chloride, and then reacted with sodium methylthiolate to generate 4-methylthiobutyl-1 - tert-butoxyamide. Under acidic conditions, the Boc protecting group is removed to obtain 4-methylthio-1-butylamine. The latter reacted with carbon disulfide for 1 hour in the presence of triethylamine, and then added p-toluenesulfonyl chloride for half an hour to generate 4-methylthiobutyl-1-thioisocyanate. Finally m-CPBA is oxidized to produce sulforaphane. The present invention avoids the complex phthalimide hydrazinolysis reaction in post-treatment, and does not need to use toxic thiophosgene to prepare thioisocyanate; the total yield is 64%, significantly higher than the total yield of 8% reported in the literature The whole preparation process is easy to operate, saves time, and is suitable for large-scale production.

The invention provides a new preparation method of an anti-gout medicine Lesinurad and its key intermediate. By using the process provided by the invention, a compound IV can be directly converted into a product III without separation, the reaction yield is greatly increased, and the operation step can be simplified. In addition, the synthesis of the novel intermediate provided by the invention does not require the high-toxicity thiophosgene and carbon disulfide, which greatly improves the safety and environmental protection of the process. The novel synthesis preparation process of Lesinuradis highly efficient, economical, safe, environmentally friendly and suitable for industrial production. In the specification, wherein R is cyclopropane, halogen, trifluoro mesylate, mesylate, and p-toluenesulfonate, and preferably R is cyclopropane; R3 represents COCH3, or R3 represents benzyl or CH2R4, wherein R4 represents an ester group, CN, CH2OH or a phenyl group substituted with one or moreselected from C1-C6 alkyl group and halogen; and X is a halogen.

Provided are a novel Lesinurad intermediate, providing a synthetic process more economical, more efficient, safer, more environmentally friendly, and suitable for large-scale industrial production for the preparation of Lesinurad. Also provided is a method for preparing the known Lesinurad intermediate and Lesinurad via the provided novel Lesinurad intermediate. Using the novel Lesinurad intermediate of the present invention to synthesize Lesinurad has the following advantages of using cheap and easily available required raw materials, avoiding the use of heavy metals and solvents harmful to the environment, easily separating and purifying the intermediate and the product with a simple operation, avoiding the use of the thiophosgene having high toxicity and difficulty of operation, and enabling the total yield of the reaction to reach a level equal to or higher than the prior art.

The invention discloses a novel method for compounding a medicament of Enzalutamide for resisting the prostate cancer, belongs to the technical field of pharmacy synthetic technique, and particularly relates to novel technique for compounding Enzalutamide. Most of known methods for compounding Enzalutamide relate to use of highly toxic and mephitical thiophosgene and highly toxic oxobutyronitrile and have great difficulty in industrialization. According to the invention, a non-toxic and harmless Lawesson's agent is adopted, and a key parent nucleus of a carbonyl group is subjected to a sulfenylation reaction, so that thiophosgene and oxobutyronitrile are effectively avoided. The reaction condition of the method is mild, and the yield is relatively high, therefore, the novel method has a great industrialization prospect.

The invention discloses thiourea and oxazolidine thione compounds shown in formulas (3) and (5) and a synthesizing method and application thereof. The synthesizing method comprises the following steps of in a reaction solvent, using primary amine, secondary amine and other amine compounds as raw materials, using an inorganic vulcanizing reagent as a sulfur source, using single-carbon halohydrocarbon as a single-carbon source, and under the action of alkaline, reacting to obtain the thiourea and oxazolidine thione compounds shown in the formulas (3) and (5). The synthesizing method has the advantages that the cost of the raw materials is low, the obtaining is easy, the reaction is simple, and the tolerability of functional groups is strong; the use of main thiocarbonyl reagents, such as volatile and flammable carbon disulfide, high-toxic and strong-corrosive thiophosgene, and high-toxic and smelly-odor Lawesson reagent or phosphorus pentasulfide, is avoided; the synthesizing method is successfully applied to the gram-level synthesizing of chiral thiourea catalysts, chiral oxazolidine thione prothetic groups and commercial pesticide; the practical value is stronger, and the application prospect is wide.

The invention relates to a chemical synthesis method of 4-methanesulfonylbutyl isothiocyanate (Erysolin). The method comprises that 1-bromo-4-chlorobutane and hydrous sodium methyl mercaptide as starting raw materials undergo a reaction to produce chlorothioether, the chlorothioether and phthalimide potassium salt undergo a reaction to produce a tertiary amine conjugate, the tertiary amine conjugate undergoes a hydrazinolysis reaction to produce thioether primary amine, the thioether primary amine forms isothiocyanate under action of thiophosgene, and the isothiocyanate is oxidized to form Erysolin. The chemical synthesis method is simple in operation, uses a small amount of dangerous reagents, gives consideration to a cost and a yield and is suitable for Erysolin industrial production.

A method for producing a trifluoromethylthioalkyl compound represented by the general formula (1), characterized in that, in the presence of a compound represented by the following general formula (2) and a fluorine compound, adding temperature and add thiophosgene with an addition time of 0.25 hours or more. In the general formula (1), R represents a C1-C10 alkyl group substituted or unsubstituted by R1, R1 represents a C1-C4 alkyl group, etc., R2 represents a hydrogen atom, a halogen atom, a C1-C4 alkyl group, etc. In the general formula (2), R is as defined in the above-mentioned general formula (1), and L represents a halogen atom, a C1-C4 alkylsulfonyloxy group, or the like.

The invention relates to the field of compound synthesis, in particular to a method for synthesizing substituted m-phthalic isothiocyanate by a one-pot method, and a synthesized substituted m-phthalic isothiocyanate compound. According to the method, m-phenylenediamine, m-phenylenediamine derivatives and thiophosgene are used as raw materials, triethylamine is used as acid-binding agents, and the one-pot method is used for synthesizing the substituted m-phthalic isothiocyanate. Compared with the prior art, the method provided by the invention utilizes m-phenylenediamine and m-phenylenediamine derivatives and has the advantages that 1) the multi-step reaction is changed into the one-step reaction; 2) the post treatment is simple, and the operation is easy; 3) the reaction condition is mild; 4) the yield is high; 5) the cost is reduced; 6) the micro reaction is changed into the massive reaction, and the method is suitable for industrial production; and 7) the application is wide, and the method is applicable to reaction of various substituted amine.

The invention belongs to the technical field of medicine, and in particular relates to a synthesis method of 1-(2-dimethylaminoethyl)-5-mercaptotetrazole. N,N‑Dimethylethylenediamine reacts with thiophosgene to give isothiocyanate, and reacts isothiocyanate with azidotrimethylsilane to give 1‑(2‑dimethylaminoethyl)‑ 5‑mercaptotetrazolium hydrochloride, 1‑(2‑dimethylaminoethyl)‑5‑mercaptotetrazolium hydrochloride is dissolved in water, decolorized and crystallized to obtain 1‑(2‑dimethylaminoethyl )‑5‑mercaptotetrazole. The present invention uses N,N-dimethylethylenediamine and thiophosgene to synthesize isothiocyanate in one step, which simplifies the synthesis process and greatly improves the yield; the cyclization process uses non-toxic azidotrimethylsilane It replaces the highly toxic sodium azide, improves the safety of the process, and is more suitable for industrial scale-up.