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Sodium Hydroxide → (2Z)-2-(2-acetamido-1,3-thiazol-4-yl)-2-(2-oxopyrrolidin-3-yl)oxyiminoacetic acid

HRID 414796
ノート
印刷プレビュー

反応式

HRID 414796 の反応式
[C:1]([NH:4][C:5]1[S:6][CH:7]=[C:8](/[C:10](=[N:16]/[O:17][CH:18]2[CH2:22][CH2:21][NH:20][C:19]2=[O:23])/[C:11]([O:13]CC)=[O:12])[N:9]=1)(=[O:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([NH:4][C:5]1[S:6][CH:7]=[C:8](/[C:10](=[N:16]/[O:17][CH:18]2[CH2:22][CH2:21][NH:20][C:19]2=[O:23])/[C:11]([OH:13])=[O:12])[N:9]=1)(=[O:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 13536846ethyl (2Z)-2-(2-acetamido-1,3-thiazol-4-yl)-2-(2-oxopyrrolidin-3-yl)oxyiminoacetate

生成物 1

HCID 13536843(2Z)-2-(2-acetamido-1,3-thiazol-4-yl)-2-(2-oxopyrrolidin-3-yl)oxyiminoacetic acid収率 51.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1.7 g of ethyl (Z)-2-(2-acetamidothiazol-4-yl)-2-[(2-pyrrolidon-3-yl)oxyimino]acetate are suspended in 17 ml of methanol, and 5 ml of 2N sodium hydroxide are added thereto. The mixture is refluxed for 30 minutes with heating. Then, the mixture is concentrated under reduced pressure to remove methanol. The residue is adjusted to pH 2 with diluted hydrochloric acid, and the aqueous mixture is extracted with a mixture of ethyl acetate and tetrahydrofuran (2:1). The extract is dried and concentrated under reduced pressure to dryness. The residue is crystallized with isopropanol, and the crystals are collected by filtration and then recrystallized from water. 0.8 g of (Z)-2-(2-acetamidothiazol-4-yl)-2-[(2-pyrrolidon-3-yl)oxyimino]acetic acid is obtained.

後処理

  1. temperatureThe mixture is refluxed for 30 minutes
  2. temperaturewith heating
  3. concentrationThen, the mixture is concentrated under reduced pressure
  4. customto remove methanol
  5. extractionthe aqueous mixture is extracted with a mixture of ethyl acetate and tetrahydrofuran (2:1)
  6. customThe extract is dried
  7. concentrationconcentrated under reduced pressure to dryness
  8. customThe residue is crystallized with isopropanol
  9. filtrationthe crystals are collected by filtration
  10. customrecrystallized from water

出典と根拠

ORDレコード
ord-cd07c546c0d04566945510d319f30c09
出典データセット
uspto-grants-1988_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04794186

反応ノート

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