Norfloxacin → 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-(1-chloroethoxy carbonyl)-1-piperazinyl]-3-quinoline carboxylic acid

HRID 845722

反応式

HRID 845722 の反応式
[CH3:1][CH2:2][N:3]1[C:9]2[CH:10]=[C:11]([N:15]3[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]3)[C:12]([F:14])=[CH:13][C:8]=2[C:6](=[O:7])[C:5]([C:21]([OH:23])=[O:22])=[CH:4]1.CN(C1C2C(N(C)C)=CC=CC=2C=CC=1)C.Cl[C:41]([O:43][CH:44]([Cl:46])[CH3:45])=[O:42]>C(Cl)(Cl)Cl>[CH2:2]([N:3]1[C:9]2[C:8](=[CH:13][C:12]([F:14])=[C:11]([N:15]3[CH2:20][CH2:19][N:18]([C:41]([O:43][CH:44]([Cl:46])[CH3:45])=[O:42])[CH2:17][CH2:16]3)[CH:10]=2)[C:6](=[O:7])[C:5]([C:21]([OH:23])=[O:22])=[CH:4]1)[CH3:1]

参加物

5

反応物 3

HCID 4539NorfloxacinHCID 88675Proton spongeHCID 5213051-Chloroethyl chloroformate

生成物 1

HCID 148012951-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-(1-chloroethoxy carbonyl)-1-piperazinyl]-3-quinoline carboxylic acid

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

Norfloxacin (6.4 g) was suspended in 300 ml of chloroform and 4.3 g of proton sponge® was added to it. The suspension was cooled in an ice bath and 4.0 g of 1-chloroethyl chloroformate was added. A clear solution resulted in half an hour. The reaction mixture was stirred at room temperature for 14 hours. The reaction mixture was concentrated in vacuum to about 150 ml. The crystals formed were filtered and washed with chloroform. The pure product weighed 5.3 g.

後処理

  1. temperatureThe suspension was cooled in an ice bath
  2. customA clear solution resulted in half an hour
  3. concentrationThe reaction mixture was concentrated in vacuum to about 150 ml
  4. customThe crystals formed
  5. filtrationwere filtered
  6. washwashed with chloroform

出典と根拠

ORDレコード
ord-d21d2f084c1942dc921e756a6a7f225b
出典データセット
uspto-grants-1988_07
特許番号
US04760057

関連ノート

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