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[ CAS No. 86483-53-6 ] {[proInfo.proName]}

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Chemical Structure| 86483-53-6
Chemical Structure| 86483-53-6
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CAS No. :86483-53-6 MDL No. :
Formula : C15H14Cl2FNO3 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 346.18 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 86483-53-6 ]

* 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 [ 86483-53-6 ]
  • Downstream synthetic route of [ 86483-53-6 ]

[ 86483-53-6 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 5308-25-8 ]
  • [ 86483-53-6 ]
  • [ 93106-60-6 ]
YieldReaction ConditionsOperation in experiment
48.7 g
Stage #1: With cesium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene at 125 - 130℃;
Stage #2: With aluminum (III) chloride In ethanol at 85℃; for 8 h;
Step (1) 40 g (0.176 mol) of 2,4-dichloro-5-fluorobenzoyl chloride was added at room temperature,3-n-butylamine 36 g (0.195 mol) was added to the reaction flask,25.5 g (0.178 mol) of ethyl N, N-dimethylaminoacrylate was added with stirring, and the reaction was allowed to exotherm.Cold water temperature control reaction temperature of about 70 , until the temperature stability and then stir for 1 hour, the end of the reaction.The reaction solution was added with 500 ml of xylene and 250 ml of distilled water, and the pH was adjusted to 1 to 2 with hydrochloric acid. The organic layer was separated,Washed to neutral, steamed away the remaining water and transferred to another reaction bottle,Control 11 ° C (0.194 mol) of cyclopropylamine at 15 ° C and pass the CO2 gas to control the reaction pressure at 2 atm. After the reaction was complete, the reaction was complete and the N, N-dimethylamine complex was recovered by distillation.Step (2) 300 ml of xylene and 56.2 (0.375 mol) of cesium hydroxide were added to the reaction flask,The temperature was raised to 125 to 130 ° C, and the mother liquor obtained as described above was added dropwise to the reaction solution with stirring,Dropping the reaction at the same time the reaction of the low boiling point, the incubation reaction, HPLC tracking to the reaction is complete,And then vacuum recovery of xylene to dry,To obtain 105 g of an organic salt (1-cyclopropyl-6-fluoro-7-chloro-4-oxo-1,4-dihydro-quinoline-3-carboxylate II)To the above organic salt, 20.1 g (0.176 mol) of N-ethylpiperazine was added,AlCl3 solid 3.2 g (0.024 mol) and ethanol 325 ml,Control temperature 85 , the incubation reaction 8 hours, to be completely replaced by N-ethyl piperazine, after cooling, the filter was solid,Solid re-dissolved in dilute hydrochloric acid, the alkali adjusted pH7.2 ~ 7.3, standing, filtered crude,Ethanol was recrystallized to give enrofloxacin 48.7 g,The yield was 77.1percent based on 2,4-dichloro-5-fluorobenzoyl chloride as the starting material.
Reference: [1] Patent: CN104292159, 2016, B, . Location in patent: Paragraph 0077; 0079
  • 2
  • [ 86483-53-6 ]
  • [ 93106-60-6 ]
Reference: [1] Liebigs Annalen der Chemie, 1987, p. 29 - 37
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