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Study on the Synthesis of Side Chain Acid of Cefozopran and Cefcidin

Author: XuJingXia
Tutor: HanZhenWeiï¼›ZhuYuLing
School: Tianjin University
Course: Biological Engineering
Keywords: Side chain acid 2 - (5 - amino -1,2,4 - thiadiazol -3 - yl) -2 - methoxyiminoacetic acid 2 - cyano - 2 - methoxyimino- acetamide O-tosyl -2-yl - ammonia formyl -2 - methoxyimino acetic acid amide oxime (E) 2 - (5 - amino -1,2,4 - thiadiazol -3 - yl) -2 - methoxyimino acetamide
CLC: TQ463.53
Type: Master's thesis
Year: 2010
Downloads: 241
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Abstract


Thesis Cefozopran and cefixime given side chain acid 2 - ( 5 - amino -1,2,4 - thiadiazol -3 - yl) -2 - methoxyiminoacetic acid synthesis method . The study summarizes several synthetic routes based on a readily available raw materials , the method is simple synthetic route . The main content of the thesis : Cyanoacetamide as raw material , the first reaction occurred nitrosated with sodium nitrite and sulfuric acid , and then alkylation with dimethyl sulfate 2 - cyano-2 - methoxyimino acetamide, cyano adduct and then with to generate the O-tosyl -2 -methylbenzenesulfonyl chloride role - ammonia formyl -2 - methoxyimino acetyl amide oxime with hydroxylamine hydrochloride with potassium thiocyanate The cyclization reaction toluenesulfonic acid and potassium ( E ) 2 - (5 - amino -1,2,4 - thiadiazol -3 - yl ) -2 - methoxy -imino - acetamide in the presence of a strong base environment heated occurred amide hydrolysis product 2 - ( 5 - amino-1 ,2,4 - thiadiazol-3 - yl) -2 - methoxyiminoacetic acid; another reaction routes, 2 - (5 - amino -1,2,4 - thiadiazol -3 - yl) -2 - methoxy- iminoacetamide with formic role under heating to produce 2 - (5 - formamido- 1 ,2 4 - thiadiazol -3 - yl) -2 - methoxyimino acetic acid amide, and then be hydrolyzed prepared in the same manner as was the final product .

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CLC: > Industrial Technology > Chemical Industry > Pharmaceutical chemical industry > Production of organic compounds in drug > Heterocyclic compounds drugs > Five section heterocyclic
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