تفاعل #985292

معادلة التفاعل

7-Chloro-1-cyclopropyl-1,4-dihydro-6-fluoro4-oxo-quinoline-3-carboxylic acid

ethylenediamine

Water

→

title compound

المردود 10.0%

6-[(2-Aminoethyl)amino]-7-chloro-1-cyclopropyl-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid

المردود 10.0%

المذيبات

N,N-dimethylacetamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled at room temperature
2. 2
   workup.STIRRINGThe reaction mixture was stirred at room temperature for 2 h
3. 3
   درجة الحرارةcooled at 0-5° C.
4. 4
   workup.STIRRINGstirred for 1 h
5. 5
   أخرىThe precipitate obtained
6. 6
   ترشيحwas filtered
7. 7
   غسيلwashed with cold water, cold EtOH
8. 8
   أخرىdried at 110° C. under reduced pressure for 1 h
9. 9
   workup.ADDITIONThe crude product was treated with HCl (6% aqueous solution)
10. 10
    درجة الحرارةheating for 1 h in the presence of charcoal
11. 11
    ترشيحAfter filtration
12. 12
    درجة الحرارةthe solution was cooled to 35-40° C.
13. 13
    أخرىa first precipitation
14. 14
    ترشيحThe precipitate was filtered
15. 15
    غسيلwashed with water
16. 16
    أخرىdried at 110° C. for 1 h

الإجراء التجريبي

7-Chloro-1-cyclopropyl-1,4-dihydro-6-fluoro4-oxo-quinoline-3-carboxylic acid (56.3 g) and ethylenediamine (36 g) were dissolved in N,N-dimethylacetamide (650 mL) at 100° C. and stirred for 8.5 h at 115° C. Water (700 mL) was added to the reaction mixture cooled at room temperature. The reaction mixture was stirred at room temperature for 2 h, cooled at 0-5° C. and stirred for 1 h. The precipitate obtained was filtered, washed with cold water, cold EtOH, and dried at 110° C. under reduced pressure for 1 h. The crude product was treated with HCl (6% aqueous solution) heating for 1 h in the presence of charcoal. After filtration, the solution was cooled to 35-40° C. and a first precipitation happened. The precipitate was filtered, washed with water and dried at 110° C. for 1 h. The title compound (6.4 g) was obtained as the hydrochloride salt. The hydrochloride salt was then converted to the free base using standard conditions.

المصدر