专利号:US-12017206-B2 优先权日:2021-09-30 标 题 :Preparation method of Cu—Pd—CeO2/γ—Al2O3@NP catalyst and synthesis method of benzopyrazine compounds 发明人:FENG FENG; LI XIAONIAN; GUO LINGLING; SUN YANXIA; LU CHUNSHAN; ZHANG QUNFENG; Jin Jiatong; XU XIAOLIANG 权利人:UNIV ZHEJIANG TECHNOLOGY 摘要:A preparation method of Cu—Pd—CeO 2 /γ-Al 2 O 3 @NP catalyst and a synthesis method of benzopyrazine compounds. The preparation method of the Cu—Pd—CeO 2 /γ-Al 2 O 3 @NP catalyst comprises the following steps: (1) preparing a CeO 2 /γ-Al 2 O 3 carrier; (2) preparing a CeO 2 /γ-Al 2 O 3 @NP carrier; (3) preparing the Cu—Pd—CeO 2 /γ-Al 2 O 3 @NP catalyst by impregnation method. A one-pot method for synthesizing benzopyrazine compounds of formula (III) includes using an o-nitroaniline compound of formula (I) and an aliphatic diol compound of formula (II) as raw materials, carrying out the one-pot synthesis of the benzopyrazine compound of formula (III) under solvent-free condition and under the combined action of the Cu—Pd—CeO 2 /γ-Al 2 O 3 @NP catalyst prepared by the method and an alkali. The Cu—Pd—CeO 2 /γ-Al 2 O 3 @NP catalyst increases the number of basic sites by doping N and P, and meanwhile loads CeO 2 to assist in the extraction of protons, thereby improving the dehydrogenation activity and product selectivity.
专利号:US-6423871-B1 优先权日:1999-02-26 标题 :Efficient synthesis of secondary amines by selective alkylation of primary amines 发明人:JUNG KYUNG WOON 权利人:UNIV SOUTH FLORIDA 摘要:A method for selective mono-N-alkylation of primary amines to produce secondary amines that are substantially free of overalkylated tertiary amines and quaternary ammonium salts, under mild reaction conditions without the necessity of protecting groups. Compounds of the class of secondary amines are produced by reacting an alkyl halide with an alkyl amine in anhydrous solvent, preferably dimethyl sulfoxide or N,N-dimethylformamide, in the presence of 0.1 to 3 molar equivalents of a cesium base. Optionally, the extent and selectivity of mono-N-alkylation is enhanced by addition to the reaction mixture of a powdered molecular sieve material for removal of water produced by the reaction, and/or tetrabutylammonium iodide to promote halide exchange. The invention permits selective and efficient mono-N-alkylation of a wide variety of substrates at 23° C.; does not cause racemization when used with enantiomerically-pure chiral substrates such as L-α-aminoesters; and is applied to solid phase synthesis whereby either the alkyl amine or alkyl halide is immobilized. The method is additionally used to produce polyamines, such as N-(2-(2-aminoethylthio)ethyl)ethylenediamine in 73% yield.
专利号:WO-0050377-A1 优先权日:1999-02-26 标 题:Efficient synthesis of secondary amines by selective alkylation of primary amines 发明人:JUNG KYUNG WOON 权利人:UNIV SOUTH FLORIDA 摘要:A method for selective mono-N-alkylation of primary amines to produce secondary amines that are substantially free of overalkylated tertiary amines and quaternary ammonium salts, under mild reaction conditions without the necessity of protecting groups. Compounds of the class of secondary amines are produced by reacting an alkyl halide with an alkyl amine in anhydrous solvent, preferably dimethyl sulfoxide or N,N-dimethylformamide, in the presence of 0.1 to 3 molar equivalents of a cesium base. Optionally, the extent and selectivity of mono-N-alkylation is enhanced by addition to the reaction mixture of a powdered molecular sieve material for removal of water produced by the reaction, and/or tetrabutylammonium iodide to promote halide exchange. The invention permits selective and efficient mono-N-alkylation of a wide variety of substrates at 23 °C; does not cause racemization when used with enantiomerically-pure chiral substrates such as L-α-aminoesters; and is applied to solid phase synthesis whereby either the alkyl amine or alkyl halide is immobilized. The method is additionally used to produce polyamines, such as N-(2-(2-aminoethylthio)ethyl)ethylenediamine in 73 % yield.
专利号:US-2023114534-A1 优先权日:2021-10-11 标题:High Temperature Chemical Process For The Preparation Of Cesium Tungstate 发明人:CARDARELLI FRANCOIS 权利人:CARDARELLI FRANCOIS 摘要:The present disclosure broadly relates to a high temperature chemical process for the synthesis of cesium tungstate in the solid state and the preparation of aqueous solutions or deuterated solutions of cesium tungstate. More specifically, but not exclusively, the present disclosure relates to a high temperature chemical process in which tungsten oxide compounds such as tungsten oxides, or natural or synthetic concentrates such as wolframite or scheelite, tungsten industrial by-products or there mixture thereof, are mixed with cesium compounds such as cesium carbonate, or cesium sulfate, or cesium hydroxide or their mixtures thereof and the mixture is roasted in air or oxygen at high temperature inside a kiln. After cooling, the solid sintered mass containing cesium tungstate is leached or dissolved with water or heavy water for producing dense aqueous solutions or deuterated solutions of cesium tungstate.
专利号:US-2016073631-A1 优先权日:2013-03-04 标 题 :Process for the preparation of dihydropyrrole derivatives 发明人:EL QACEMI MYRIEM; SMITS HELMARS; CASSAYRE JEROME YVES; MULHOLLAND NICHOLAS PHILLIP; RENOLD PETER; GODINEAU EDOUARD; PITTERNA THOMAS 权利人:SYNGENTA PARTICIPATIONS AG; SYNGENTA LTD 摘要:The present invention provides stereoselective processes for the preparation of compounds of formula (I) n n n n n n n n n n n n wherein n P is phenyl, naphthyl, a 6-membered heteroaryl group containing one or two nitrogen atoms as ring members, or a 10-membered bicyclic heteroaryl group containing one or two nitrogen atoms as ring members, and wherein the phenyl, naphthyl and heteroaryl groups are optionally substituted; n R 1 is chlorodifluoromethyl or trifluoromethyl; n R 2 is optionally substituted aryl or optionally substituted heteroaryl; n n is 0 or 1; n including the process comprising n (a-i) reacting a compound of formula II n n n n n n n n n n n n n n n n wherein P, R 1 and R 2 are as defined for the compound of formula I; n with nitromethane in the presence a chiral catalyst to give a compound of formula III n n n n n n n n n n n n n n n n wherein P, R 1 and R 2 are as defined for the compound of formula I; and n (a-ii) reductively cyclising the compound of formula III to give the compound of formula I. n n n n n The invention also provides intermediates useful for processes for the synthesis of compounds of formula (I).
专利号:US-9233920-B2 优先权日:2010-06-11 标题 :Process for the preparation of dihydropyrrole derivatives 发明人:EL QACEMI MYRIEM; SMITS HELMARS; CASSAYRE JEROME YVES; MULHOLLAND NICHOLAS PHILLIP; RENOLD PETER; GODINEAU EDOUARD; PITTERNA THOMAS 权利人:EL QACEMI MYRIEM; SMITS HELMARS; CASSAYRE JEROME YVES; MULHOLLAND NICHOLAS PHILLIP; RENOLD PETER; GODINEAU EDOUARD; PITTERNA THOMAS; SYNGENTA PARTICIPATIONS AG; SYNGENTA LTD 摘要:The present invention provides stereoselective processes for the preparation of compounds of formula (I) wherein P is phenyl, naphthyl, a 6-membered heteroaryl group containing one or two nitrogen atoms as ring members, or a 10-membered bicyclic heteroaryl group containing one or two nitrogen atoms as ring members, and wherein the phenyl, naphthyl and heteroaryl groups are optionally substituted; R 1 is chlorodifluoromethyl or trifluoromethyl; R 2 is optionally substituted aryl or optionally substituted heteroaryl; n is 0 or 1; including the process comprising (a-i) reacting a compound of formula II wherein P, R 1 and R 2 are as defined for the compound of formula I; with nitromethane in the presence a chiral catalyst to give a compound of formula III Wherein P, R 1 and R 2 are as defined for the compound of formula I; and (a-ii) reductively cyclizing the compound of formula III to give the compound of formula I. The invention also provides intermediates useful for processes for the synthesis of compounds of formula (I).