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ChemicalBook CAS DataBase List Cefpirome sulfate
98753-19-6

Cefpirome sulfate synthesis

4synthesis methods
Cyclopenta[b]pyridine

533-37-9

S-2-Benzothiazolyl 2-amino-alpha-(methoxyimino)-4-thiazolethiolacetate

80756-85-0

7-Aminocephalosporanic acid

957-68-6

Cefpirome sulfate

98753-19-6

The present invention employs a microwave-assisted synthesis method to synthesize cefpirome hydrogensulfate in the following steps: (1) 7-aminocephalosporanic acid (2.72 g, 0.01 mol, Compound I) was mixed homogeneously with (Z)-S-2-benzothiazolyl-2-amino-alpha-(methoxyimino)-4-thiazole thioacetate (AEMA, 3.85 g, 0.011 mol, Compound VII) was homogeneously mixed and ground, followed by the addition of 2,3-cyclopentenopyridine (2.3 g, 0.011 mol, Compound IV) and concentrated sulfuric acid (10.88 g, 98 wt%). (2) The microwave reaction was carried out sequentially: 300 W for 1 min, 450 W for 1 min and 750 W for 2 min. (3) After completion of the reaction, deionized water (29.92 g) was added to the residue, mixed and filtered, the filtrate was collected and the solvent was removed to obtain a white solid. The resulting solid was dried under vacuum at 50 °C for 4 h. Cefpirome hydrogen sulfate (5.09 g, yield 99.0%, purity ≥99.9%) was finally obtained.

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Yield:98753-19-6 99%

Reaction Conditions:

with sulfuric acid for 0.0666667 h;Microwave irradiation;Time;

Steps:

3 Example 3
The method for synthesizing cefpirome sulfuric acid by microwave method according to the present invention,Comprising the steps of:(1) 7-aminocephalosporanic acid (2.72 g, 7-ACA, Compound I, MW272, 0.01 mol) and AE-activity(AEMA, Compound VII, MW 350, 0.011 mol) was mixed and homogeneously ground.(Compound IV, MW 119, 0.011 mol) and concentrated sulfuric acid (10.88 g, 98% by weight) were added to the solution, followed by the addition of 2,30 g of 2,3-cyclopentenopyridine.(2) 300W microwave reaction for 1 minute,450W microwave reaction for 1 minute,750W microwave reaction for 2 minutes;(3) After completion of the reaction,The reaction residue was added to 29.92 g of deionized water,Mixing and filtering,Take filtrate,The solvent was removed,A white solid,50 & lt; 0 & gt; C for 4 hours under vacuum,That is to get the cefpirome sulfuric acid 5.09g (MW514),Yield 99.0%Purity 99.9% or more.

References:

Shanghai Ningrui Biochemical Technology Co., Ltd.;Fang, Ying CN105646542, 2016, A Location in patent:Paragraph 0027; 0040; 0041; 0042; 0043; 0044; 0045

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