Synthesis method for preparing 5-sulfydryl-1, 2, 3-triazole sodium salt by one-pot method

Abstract

The invention discloses a synthetic method for preparing 5-sulfydryl-1, 2, 3-triazole sodium salt by a one-pot method. The method comprises the following steps: (1) adding aminoacetonitrile hydrochloride into a solvent, and cooling; (2) dropwise adding the prepared oxidant into the solution in the step (1); (3) layering the solution in the step (2) to separate out an organic layer; (4) washing the organic phase in the step (3) with alkali liquor; (5) adding a catalyst, and dropwise adding the prepared sulfide solution into the solution in the step (4); (6) layering the solution in the step (5); and (7) adding the water phase in the step (6) into the prepared alkali liquor, carrying out a heating reaction, adjusting the pH value with acid after the reaction is finished, and separating out a solid, namely the 5-sulfydryl-1, 2, 3-triazole sodium salt product. The target compound is synthesized through the one-pot method, highly toxic hydrogen sulfide gas used in a traditional process is omitted, an intermediate with explosion danger is not separated, and safety is remarkably improved. The method is mild in reaction condition, simple in process and suitable for industrial production.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a synthesis method for preparing 5-mercapto-1,2,3-triazole sodium salt in one pot. Background technique [0002] Ceftriaxone is a semi-complete second-generation cephalosporin antibiotic, which was launched in Japan by Bristol-Myers Squibb Company in 1979, and has been listed in Italy, France, Belgium, the United States and other countries successively. It has broad-spectrum antibacterial activity against G+ and G- bacteria, and has high stability against β-lactamase. It is suitable for lung, intestinal tract, urinary tract and soft tissue infections caused by sensitive strains, such as cystitis, pyelonephritis, pharyngitis and tonsillitis, etc. [0003] 5-Mercapto-1,2,3-triazole sodium salt is the key intermediate for the synthesis of ceftriaxone, Heterocycles,1997,44(1),1997 announced a synthetic route: aminoacetonitrile is diazotized and hydrogen sulfide ring comb...

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Problems solved by technology

[0003] 5-Mercapto-1,2,3-triazole sodium salt is the key intermediate for the synthesis of ceftriaxone, Heterocycles,1997,44(1),1997 announced a synthetic route: aminoacetonitrile is diazotized and hydrogen sulfide ring combined, the isolated intermediate 5-amino-1,2,3-thiadiazole, and then rearranged to obtain the target compound, this route is short and economical, but its intermediate 5-amino-1,2,3 -Thiadiazole has a certain explosion hazard, so the separation process is extremely dangerous, and highly toxic hydrogen sulfide gas is used, so its use is limited

[0004] US4113733 has announced another synthesis method of 5-amino-1,2,3-thiadiazole, which is specifically obtained by five-step reaction of diethyl carbonate, hydrazine hydrate and chloroacetaldehyde. The synthesis route is long and the production cost is high

The intermediate 5-chloro-1,2,3-thiadiazole also has a certain explosion hazard

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