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Hydrochloric Acid → 2-(2-Oxo-2,3-dihydroimidazo[1,2-a]pyridin-3-yl)butanedioic acid

HRID 544708
ノート
印刷プレビュー

反応式

HRID 544708 の反応式
[OH-].[Na+].Cl.[N:4]1[C:5](=[O:13])[CH2:6][N:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=12.[C:14]([OH:21])(=[O:20])/[CH:15]=[CH:16]\[C:17]([OH:19])=[O:18]>O>[C:17]([CH:16]([CH:6]1[N:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]2=[N:4][C:5]1=[O:13])[CH2:15][C:14]([OH:21])=[O:20])([OH:19])=[O:18]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 444266Maleic AcidHCID 541778Imidazo(1,2-a)pyridin-2(3H)-one

生成物 1

HCID 203995172-(2-Oxo-2,3-dihydroimidazo[1,2-a]pyridin-3-yl)butanedioic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒3 回

反応条件

温度
5 °C

実験手順

A hot solution of 80 g (2 moles) of sodium hydroxide in 200 ml of water is added in portions, while stirring, to a mixture of 341 g (2 moles) of the hydrochloride of imidazo[1,2-a]pyridin-2(3H)-one in 700 ml of water. Then, a solution of 250.7 g (2.16 moles) of maleic acid in 600 ml of water is added dropwise in such a manner that the internal temperature of the reaction mixture remains between 40° and 45° C. After 30 hours at room temperature (20°-25° C.) the mixture is cooled to 5° C., the resulting precipitate is filtered off, the filtrate is concentrated in vacuo to approximately half its volume, and the resulting product is filtered with suction. The combined residues are washed with a little cold methanol and dried in vacuo at 50° C. 400 g of 3-(1,2-dicarboxyethyl)-imidazo[1,2-a]pyridin-2(3H)-one having a melting point of 193° (decomposition) are obtained. The resulting product is stirred at room temperature for 6 hours with 650 ml of concentrated hydrochlorid acid. After cooling to 5° C., the precipitate is filtered off, the filtrate is concentrated in vacuo to approximately half its volume and the resulting product is filtered with suction. The combined residues are washed with acetone and dried in vacuo at 50° C. In this manner the hydrochloride of 3-(1,2-dicarboxyethyl)-imidazo[1,2-a]pyridin-2(3H)-one having a melting point of 205° C. (decomposition) is obtained.

後処理

  1. customremains between 40° and 45° C
  2. filtrationthe resulting precipitate is filtered off
  3. concentrationthe filtrate is concentrated in vacuo to approximately half its volume
  4. filtrationthe resulting product is filtered with suction
  5. washThe combined residues are washed with a little cold methanol
  6. customdried in vacuo at 50° C

出典と根拠

ORDレコード
ord-41674039e3464e8892422b3d250c1aa1
出典データセット
uspto-grants-1984_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04451462

反応ノート

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