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

HRID 1706983
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HRID 1706983 반응식
[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]
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참가 물질

4

반응물 2

HCID 5238Sodium IodideHCID 243559Diethyl (2-chloroacetamido)propanedioate

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-0f74847bba614831aa0bd5c89edbfaf9
출처 데이터셋
uspto-grants-1980_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04209515

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