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[ CAS No. 80756-85-0 ] {[proInfo.proName]}

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Chemical Structure| 80756-85-0
Chemical Structure| 80756-85-0
Structure of 80756-85-0 * Storage: {[proInfo.prStorage]}
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Product Details of [ 80756-85-0 ]

CAS No. :80756-85-0 MDL No. :MFCD00071547
Formula : C13H10N4O2S3 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 350.44 Pubchem ID :-
Synonyms :

Safety of [ 80756-85-0 ]

Signal Word:Danger Class:9
Precautionary Statements:P273-P280-P301+P312+P330-P302+P352+P312-P305+P351+P338+P310 UN#:3077
Hazard Statements:H302+H312-H315-H318-H411 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 80756-85-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 80756-85-0 ]
  • Downstream synthetic route of [ 80756-85-0 ]

[ 80756-85-0 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 80756-85-0 ]
  • [ 65872-41-5 ]
  • [ 149-30-4 ]
Reference: [1] Journal of Organic Chemistry, 1994, vol. 59, # 24, p. 7259 - 7266
  • 2
  • [ 80756-85-0 ]
  • [ 117467-28-4 ]
Reference: [1] Patent: CN106366097, 2017, A,
  • 3
  • [ 80756-85-0 ]
  • [ 87239-81-4 ]
Reference: [1] Farmaco, 2003, vol. 58, # 5, p. 363 - 369
  • 4
  • [ 80756-85-0 ]
  • [ 58909-56-1 ]
  • [ 74578-69-1 ]
YieldReaction ConditionsOperation in experiment
95.5%
Stage #1: With triethylamine In methanol at -2 - 3℃;
Stage #2: With sodium 2-ethylhexanoic acid In water; isopropyl alcohol at 26 - 30℃; for 2 h;
1.0 kg of 7-amino-3-[(2,5-dihydro-6-hydroxy-2-methyl-5-oxo-1.2,4-tria/in-3- yl)thio]methyl}-3-cephem-4-carboxylic acid and 1 .04 kg of 2-mcrcaptoben/othia/olc 2-(2-aminothiazol-4-yl)-2-syn-methoxyiminoacetatc were added in 4.5 L oC methanol at O0C to 5°C and 0.5 L of methanol was flushed into the reactor. The mixture was kept at (-) 20C to 20C and 0.55 kg of triethylamine was dropwise added under stirring over 30 mins. The solution was stirred at O0C to 30C until the reaction was completed. Subsequently, 0.02 kg sodium metabisulphite, 6 L water and 10 L roe-butyl acetate were added at 30C to 70C. The reaction mixture was stirred for 15 to20 mins and settled at 2O0C to 250C. The aqueous phase was separated and pH was adjusted to 6.0 to 6.3 with dilute hydrochloric acid solution. 0.02 kg ethylenediaminetctraacetic acid and 0.01 kg sodium metabisulphite were added thereto under stirring at 250C to 3O0C. Λ solution consisting of 1.1 kg sodium 2-ethylhexanoate in 5 L isopropanol was added to the .bul.reaction mixture within 1 hr at 260C to 3O0C under stirring. Afterwards 35.0 L of isopropanol was added dropwise and the resulting crystal suspension was stirred further for 1 hr at the same temperature .The material was filtered, washed with 2 \\ , of isopropanol and dried in a vacuum drying chamber at 4O0C for 3 hrs to get 1 .66 kg to 1.70 kg (93.2 percent to 95.5 percent) of the title compound with 99.60 percent chromatographic purity.
91% With sodium metabisulfite; edetate disodium; triethylamine In ethanol; water at 1 - 3℃; for 3 h; In a 1000 ml three-necked flask,Followed by addition of water (10 ml)Anhydrous ethanol 150ml,7-ACT (29.1 g, 77.9 mmol),AE-active ester (29.5 g, 81.2 mmol),EDTA-Na2 (0.2 g, 0.59 mmol),Sodium metabisulfite (0.4g, 2.2mmol) was cooled down to T = 1-3 ,Followed by the dropwise addition of 25 ml of triethylamine, Temperature control T = 1-3 , drop finished,Stirring reaction 3h, the reaction is completed by adding a good early with a good solution of sodium (acetic acidSodium 19.2 g (141.1 mmol) and water (30 ml)), stirring for 10 min, temperature control T = 20 , slow stirringSupport crystal 30min, temperature T = 20 , add 600ml of acetone, dropping is completed, cooling to T = 10, followed by slow stirring crystal 30min, filtration, filter cake with 180ml of ethanol, washed twice, drained in 40The product was dried in vacuo for 2 h, the dry weight was 47.1 g, the molar yield was 91percent, and the HPLC purity was 99.6percent.
Reference: [1] Patent: WO2011/12965, 2011, A1, . Location in patent: Page/Page column 9; 10
[2] Patent: CN103539803, 2016, B, . Location in patent: Paragraph 0034-0035
  • 5
  • [ 533-37-9 ]
  • [ 80756-85-0 ]
  • [ 957-68-6 ]
  • [ 98753-19-6 ]
YieldReaction ConditionsOperation in experiment
99% for 0.0666667 h; Microwave irradiation 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, 98percent 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 99.0percentPurity 99.9percent or more.
Reference: [1] Patent: CN105646542, 2016, A, . Location in patent: Paragraph 0027; 0040; 0041; 0042; 0043; 0044; 0045
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