Ethyl chloroformate → Enrofloxacin Ethyl Ester

HRID 2371751

반응식

HRID 2371751 반응식
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:22])=[C:11]([N:14]4[CH2:19][CH2:18][N:17]([CH2:20][CH3:21])[CH2:16][CH2:15]4)[CH:12]=3)[C:7](=[O:23])[C:6]([C:24]([OH:26])=[O:25])=[CH:5]2)[CH2:3][CH2:2]1.ClC(O[CH2:31][CH3:32])=O>C(Cl)(Cl)Cl.C(N(CC)CC)C>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:22])=[C:11]([N:14]4[CH2:19][CH2:18][N:17]([CH2:20][CH3:21])[CH2:16][CH2:15]4)[CH:12]=3)[C:7](=[O:23])[C:6]([C:24]([O:26][CH2:31][CH3:32])=[O:25])=[CH:5]2)[CH2:3][CH2:2]1

참가 물질

5

반응물 2

HCID 10928Ethyl chloroformateHCID 71188Enrofloxacin

생성물 1

HCID 11760871Enrofloxacin Ethyl Ester

시약·촉매·용매 2

HCID 6212Chloroform용매2회HCID 8471Triethylamine용매

반응 조건

온도
-20 °C

실험 절차

100 parts by weight of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-ethyl-1-piperazinyl)-3-quinoline-carboxylic acid were dissolved in 300 parts by volume of anhydrous chloroform, and 33.2 parts by weight of triethylamine were added. A solution of 37.7 parts by weight of ethyl chloroformate in 100 parts by volume of anhydrous chloroform was added dropwise to this mixture at -20° C. in the course of 30 minutes, and the mixture was stirred for a further 30 minutes at -20° C. and was then stirred overnight at room temperature. After extraction with twice 300 parts by volume of water, 400 parts by volume of water were added to the organic phase. The pH was adjusted to 5 with glacial acetic acid (consumption approximately 15 parts by volume), and the chloroform was removed by distillation under a water pump vacuum. The pH of the aqueous solution was adjusted to 8.9 with half-concentrated potassium hydroxide solution (consumption approximately 70 parts by volume), and the mixture was stirred overnight at room temperature. The product was filtered off with suction, washed with 500 parts by volume of water and dried overnight at 70° C. in a vacuum drying cabinet.

후처리

  1. additionwere added
  2. stirringwas then stirred overnight at room temperature
  3. extractionAfter extraction with twice 300 parts by volume of water, 400 parts by volume of water
  4. additionwere added to the organic phase
  5. customconsumption approximately 15 parts by volume), and the chloroform
  6. customwas removed by distillation under a water pump vacuum
  7. customconsumption approximately 70 parts by volume), and the mixture
  8. stirringwas stirred overnight at room temperature
  9. filtrationThe product was filtered off with suction
  10. washwashed with 500 parts by volume of water
  11. customdried overnight at 70° C. in a vacuum
  12. customdrying cabinet

출처 및 근거

ORD 기록
ord-3b0346ad6e3648c1a25d010ceebd46c1
출처 데이터셋
uspto-grants-1992_03
특허 번호
US05095112

연결된 노트

불러오는 중…