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Sodium Iodide → 2-Iodo-1-[2-[(2-methoxyphenoxy)methyl]-3-thiazolidinyl]ethanone

HRID 2291915
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HRID 2291915 반응식
Cl[CH2:2][C:3]([N:5]1[CH2:9][CH2:8][S:7][CH:6]1[CH2:10][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][CH3:19])=[O:4].[I-:20].[Na+]>CC(C)=O.O>[I:20][CH2:2][C:3]([N:5]1[CH2:9][CH2:8][S:7][CH:6]1[CH2:10][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][CH3:19])=[O:4]
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참가 물질

5

반응물 2

HCID 5238Sodium IodideHCID 10447619HCID 10447619, 화합물

생성물 1

HCID 103858742-Iodo-1-[2-[(2-methoxyphenoxy)methyl]-3-thiazolidinyl]ethanone수율 75.7%

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매

실험 절차

A solution of 3-α-chloroacetyl-2-(o-methoxyphenoxy)methyl-thiazolidine (6 g) in acetone (80 ml) is heated to reflux temperature in the presence of sodium iodide (5 g) for 3 hours and then poured in ice and water (400 ml). The precipitate is collected, dissolved in methylene dichloride and washed with water, 5% aqueous NaHCO3, 2N sodium thiosulphate, water and dried on Na2SO4. After the usual workup, the residue is crystallized from acetone and isopropanol to give 5.92 g of 3-α-iodoacetyl-2-(o-methoxyphenoxy)methyl-thiazolidine m.p. 81°-83° C. Using in this procedure sodium bromide, the 3-α-bromoacetyl-2-(o-methoxyphenoxy)methyl-thiazolidine is obtained, m.p. 82°-84° C.

후처리

  1. additionpoured in ice
  2. customThe precipitate is collected
  3. dissolutiondissolved in methylene dichloride
  4. washwashed with water, 5% aqueous NaHCO3, 2N sodium thiosulphate, water
  5. customdried on Na2SO4
  6. customAfter the usual workup, the residue is crystallized from acetone and isopropanol

출처 및 근거

ORD 기록
ord-da771b14faea43e88706ab4f4880f0cb
출처 데이터셋
uspto-grants-1989_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04798898

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