专利号:US-6683189-B1 优先权日:1996-02-26 标 题 :Method for the synthesis of pyrrole and imidazole carboxamides on a solid support 发明人:DERVAN PETER B; BAIRD ELDON 权利人:CALIFORNIA INST OF TECHN 摘要:The present invention describes a novel method for the solid phase synthesis of polyamides containing imidazole and pyrrole carboxamides. The polyamides are prepared on a solid support from aromatic carboxylic acids and aromatic amines with high stepwise coupling yields (>99%), providing milligram quantities of highly pure polyamides. The present invention also describes the synthesis of analogs of the natural products Netropsin and Distamycin A, two antiviral antibiotics. The present invention also describes a novel method for the solid phase synthesis of imidazole and pyrrole carboxamide polyamide-oligonucleotide conjugates. This methodology will greatly increase both the complexity and quantity of minor-groove binding polyamides and minor-groove binding polyamide-oligonucleotide conjugates which can be synthesized and tested.
专利号:US-2024409495-A1 优先权日:2021-10-20 标 题 :Process for the preparation of 2,7-dihydroxy-9-fluorenone useful for the synthesis of tilorone and its salts 发明人:JAISANKAR PARASURAMAN; DEB INDUBHUSAN; BHATTACHARJEE PINAKI 权利人:COUNCIL SCIENT IND RES 摘要:Methods involving preparation of building blocks of 2,7-dihydroxy-9-fluorenone toward the synthesis of tilorone dihydrochloride salt and other salts (bromide, iodide, fluoride, citrate, oxalate, maleate, phosphate, tartrate, triflate, trifluoroacetate, tetrafluoroborate) of tilorone, and an efficient, safe, cost effective method for the preparation of 2,7-bis-[2-(diethylamino)ethoxy]-fluorenone-9 and its various salts are developed. The methods involve oxygenation of fluorene, nitration of fluorenone, followed by reduction and diazotization toward the formation of 2,7-dihydroxy-9-fluorenone, which is the key intermediate for the formation of 2,7-bis-[2-(diethylamino)ethoxy]-9-fluorenone-dihydrochloride (Tilorone dihydrochloride) and other tilorone salts. The synthesis method has relatively simple operation, mild reaction conditions, high yield, and simple process with yields of 80-97%. Subsequent product purification of this method uses filtration and crystallization methods, avoiding the existing methods of column chromatography. Therefore, the research of its synthetic method being with a wide range of applications from the drug development and material synthesis point of view.
专利号:US-2025223269-A1 优先权日:2024-01-08 标题 :Synthesis of 3,4-bis(4-amino-1,2,5-oxadiazol-3-yl)-1,2,5-oxadiazole-n-oxide using 4-amino-3-bromocarbohydroxymoyl-1,2,5-oxadiazole 发明人:PRADHAN BRAJA SUNDAR; MEHTA NEHA; PATEL KEYUR 权利人:PRADHAN BRAJA SUNDAR; MEHTA NEHA; PATEL KEYUR 摘要:Embodiments of this disclosure describe the synthesis of 4-amino-3 bromocarbohydroxymoyl-1,2,5-oxadiazole from a precursor solution in methanol. The synthesis uses 4-amino-3-aminocarbohydroxymoyl-1,2,5-oxadiazole as the starting material. The procedure involves the sequential treatment of the starting material in methanol with hydrobromic acid, cuprous bromide, and sodium nitrite. This treatment results in the precipitation of a new chemical entity, the bromo-oxime 4-amino-3-bromocarbohydroxymoyl-1,2,5-oxadiazole. Upon obtaining the bromo-oxime derivative, the method further facilitates the production of 3,4-bis(4-amino-1,2,5-oxadiazol-3-yl)-1,2,5-oxadiazole-N-oxide (furoxan derivative) through dimerization in a biphasic reaction medium consisting of ethyl acetate and water, with potassium carbonate serving as a key reactant. This innovative method offers a streamlined approach, enabling the direct use of the intermediate oxadiazole derivative without the need for additional purification, leading to the desired furoxan derivative. This synthesis method stands out for its efficiency, high-purity yield, and fewer steps, offering potential applications in various chemical industries.
专利号:US-2022389226-A1 优先权日:2019-11-15 标 题:A continuous process for the synthesis of azo dyes involving in-situ generation of diazonium salts 发明人:KULKARNI AMOL ARVIND; SHUKLA CHINMAY ABHAY 权利人:COUNCIL SCIENT IND RES 摘要:The present disclosure provides a continuous process for the synthesis coupled compounds of diazonium salts including azo dyes involving in-situ generation of diazonium salts. It further discloses a set up to carry out the process for the synthesis of coupled compounds of diazonium salts.
专利号:US-2010016607-A1 优先权日:2006-12-11 标题:Process for the Synthesis of Highly Active Binary Metal Fluoride as a Fluorinating Agent for Aromatics 发明人:DOLBIER JR WILLIAM R; JANMANCHI KRISHNA MURTHY 权利人:UNIV FLORIDA 摘要:The subject invention relates to a process for the synthesis of highly active binary metal fluoride system for the fluorination of aromatic compounds. Fluorinated aromatic compounds are valuable synthons for the chemical synthesis of pharmaceutical drugs and novel polymers. Fluorobenzene is used to control carbon content in steel manufacturing, is an intermediate for pharmaceuticals, pesticides and other organic compounds. Fluorobenzene is typically produced by the reaction of aniline and sodium nitrite in the presence of hydrogen fluoride. The present invention relates to a process for the synthesis of highly active binary metal fluoride system consists of copper (II) fluoride and aluminum (III) fluoride for the fluorination of aromatic compounds in gas phase and recycling of the reagent, in situ, using O 2 and HF.
专利号:US-12162849-B2 优先权日:2018-12-21 标题 :Synthesis of 3-methyl-1,2,4-thiadiazole-5-carbohydrazide or of the methyl-d3 deuterated form thereof 发明人:HOVEYDA HAMID; DUTHEUIL GUILLAUME 权利人:OGEDA SA 摘要:The present invention relates to a method of synthesis of compound (I), wherein R1 represents methyl or methyl-d3, thus corresponding to 3-methyl-1,2,4-thiadiazole-5-carbohydrazide or to the methyl-d3 deuterated form thereof. These compounds are useful as key intermediates in the synthesis of pharmaceutical compounds, especially fezolinetant and deuterated fezolinetant.
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