Piperazine → HCID 70487249、化合物

HRID 463800ノート

反応式

HRID 463800 の反応式
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Cl:14])[C:11]=2[CH3:13])[C:6](=[O:15])[C:5]([C:16]([OH:18])=[O:17])=[CH:4]1)[CH3:2].[NH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>CN(C)P(N(C)C)(N(C)C)=O>[ClH:14].[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([N:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)[C:11]=2[CH3:13])[C:6](=[O:15])[C:5]([C:16]([OH:18])=[O:17])=[CH:4]1)[CH3:2]

参加物

4

反応物 2

HCID 4837PiperazineHCID 134916997-Chloro-1-ethyl-1,4-dihydro-8-methyl-4-oxo-3-quinolinecarboxylic acid

生成物 1

HCID 70487249HCID 70487249、化合物収率 48.3%

試薬・触媒・溶媒 1

HCID 12679Hexamethylphosphoramide溶媒

反応条件

温度
140 °C

実験手順

One hundred milliliter of hexamethylphosphoramide is added to a mixture of 5 g of 1-ethyl-7-chloro-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid and 8.5 g of anhydrous piperazine, and the mixture is heated at 140° C. for 8 hours. After heating, the solvent is removed under reduced pressure and, after 500 ml of water is added to the resultant residue, the mixture is adjusted to pH 4 with glacial acetic acid and the insolubles are filtered out. The filtrate is concentrated under reduced pressure, resulting in a light yellow, solid substance. Recrystallization from isopropanol-water (2:1) mixture yields 3.2 g of 1-ethyl-7-(1-piperazinyl)-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride as the white, needle-like crystals. m.p. not less than 300° C.

後処理

  1. temperatureAfter heating
  2. customthe solvent is removed under reduced pressure
  3. additionafter 500 ml of water is added to the resultant residue
  4. filtrationthe insolubles are filtered out
  5. concentrationThe filtrate is concentrated under reduced pressure
  6. customresulting in a light yellow, solid substance
  7. customRecrystallization from isopropanol-water (2:1) mixture

出典と根拠

ORDレコード
ord-85785997b2f0413c9cbdefaad5d7a508
出典データセット
uspto-grants-1985_10
特許番号
US04544747

反応ノート

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