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Sodium Iodide → Diethyl 2-[(iodoacetyl)amino]malonate

HRID 1706983
ノート
印刷プレビュー

反応式

HRID 1706983 の反応式
[CH2:1]([O:3][C:4](=[O:16])[CH:5]([NH:11][C:12](=[O:15])[CH2:13]Cl)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].[I-:17].[Na+]>CC(C)=O>[CH2:1]([O:3][C:4](=[O:16])[CH:5]([NH:11][C:12](=[O:15])[CH2:13][I:17])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[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 5238Sodium IodideHCID 243559Diethyl (2-chloroacetamido)propanedioate

生成物 1

HCID 15096465Diethyl 2-[(iodoacetyl)amino]malonate

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A solution of 5.02 g (0.02 mole) of (2-chloroacetamido)-malonic acid diethyl ester [see Ajay Kumar Bose, J. Indian Chem. Soc. 31, 108-110 (1954)] and 4.50 g (0.03 mole) of sodium iodide in 100 ml of acetone is refluxed for 30 minutes. The reaction mixture is thereupon concentrated in vacuo. Water is added to the residue, and extraction is performed twice with methylene chloride. The organic phase is washed once with diluted aqueous sodium bisulphite solution and twice with saturated sodium chloride solution; it is dried over sodium sulphate and concentrated in vacuo. The residue is recrystallized from methylene chloride/hexane. After filtration with suction and drying in vacuo, there is obtained (2-iodoacetamido)-malonic acid diethyl ester, m.p. 95°-97°.

後処理

  1. concentrationThe reaction mixture is thereupon concentrated in vacuo
  2. additionWater is added to the residue, and extraction
  3. washThe organic phase is washed once with diluted aqueous sodium bisulphite solution and twice with saturated sodium chloride solution
  4. dry with materialit is dried over sodium sulphate
  5. concentrationconcentrated in vacuo
  6. customThe residue is recrystallized from methylene chloride/hexane
  7. filtrationAfter filtration with suction
  8. customdrying in vacuo

出典と根拠

ORDレコード
ord-0f74847bba614831aa0bd5c89edbfaf9
出典データセット
uspto-grants-1980_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04209515

反応ノート

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