Formaldehyde → 1-Ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-1,8-naphthyridine-3-carboxylic acid

HRID 2198810

반응식

HRID 2198810 반응식
[CH2:1]=O.[CH2:3]([N:5]1[C:14]2[C:9](=[CH:10][C:11]([F:21])=[C:12]([N:15]3[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]3)[N:13]=2)[C:8](=[O:22])[C:7]([C:23]([OH:25])=[O:24])=[CH:6]1)[CH3:4]>C(O)=O>[CH2:3]([N:5]1[C:14]2[C:9](=[CH:10][C:11]([F:21])=[C:12]([N:15]3[CH2:16][CH2:17][N:18]([CH3:1])[CH2:19][CH2:20]3)[N:13]=2)[C:8](=[O:22])[C:7]([C:23]([OH:25])=[O:24])=[CH:6]1)[CH3:4]

참가 물질

4

반응물 2

HCID 712FormaldehydeHCID 3229Enoxacin

생성물 1

HCID 30579261-Ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-1,8-naphthyridine-3-carboxylic acid

시약·촉매·용매 1

HCID 284Formic Acid용매

실험 절차

To a solution of 37% formalin (12 ml) and formic acid (18 ml) was added 6.0 g of 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1,8-naphthyridine-3-carboxylic acid, and the mixture was heated at 120°-125° C. for 4 hours with stirring. The mixture was then concentrated to dryness under reduced pressure. The residue was adjusted to pH 8 by addition of aqueous 7% sodium bicarbonate, and extracted with chloroform. The extract was dried and the solvent was evaporated. The crystalline residue was recrystallized from a mixture of dichloromethane and ethanol to give 5.0 g of 1-ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-1,8-naphthyridine-3-carboxylic acid, m.p. 228°-230° C.

후처리

  1. temperaturethe mixture was heated at 120°-125° C. for 4 hours
  2. concentrationThe mixture was then concentrated to dryness under reduced pressure
  3. additionThe residue was adjusted to pH 8 by addition of aqueous 7% sodium bicarbonate
  4. extractionextracted with chloroform
  5. customThe extract was dried
  6. customthe solvent was evaporated
  7. customThe crystalline residue was recrystallized from a mixture of dichloromethane and ethanol

출처 및 근거

ORD 기록
ord-834320a2b2e84785ab4fab07b4c66c29
출처 데이터셋
uspto-grants-1982_11
특허 번호
US04359578

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