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Methyl Isobutyl Ketone → 3-(2-Nitrophenylmethyl)-2-thiazolidinone

HRID 2108008
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HRID 2108008 반응식
[S:1]1[CH2:5][CH2:4][NH:3][C:2]1=[O:6].C(=O)([O-])[O-].[K+].[K+].[C:13](=O)([O-])O.[K+].[N+:18](C(Br)C1C=CC=CC=1)([O-:20])=[O:19].[CH2:29]([C:33]([CH3:35])=O)[CH:30]([CH3:32])[CH3:31]>O>[N+:18]([C:29]1[CH:33]=[CH:35][CH:13]=[CH:31][C:30]=1[CH2:32][N:3]1[CH2:4][CH2:5][S:1][C:2]1=[O:6])([O-:20])=[O:19]
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참가 물질

7

반응물 5

HCID 7909Methyl Isobutyl KetoneHCID 11430Potassium CarbonateHCID 974312-ThiazolidinoneHCID 516893Potassium BicarbonateHCID 11356361Nitrobenzylbromide

생성물 1

HCID 1319643-(2-Nitrophenylmethyl)-2-thiazolidinone수율 37%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

A mixture containing 3.09 g (0.03 mol) of 2-thiazolidinone, 11.2 g of potassium carbonate, 1.8 g of potassium hydrogen carbonate, 0.5 ml of water, 30 ml of methyl isobutyl ketone and 6.5 g (0.03 mol) of nitrobenzyl bromide is refluxed for 6 hours, then cooled down and thoroughly mixed with 50 ml of water. The mixture is filtered and the clear filtrate is separated. The organic phase is washed with 10 ml of water, dried and evaporated. The oily residue is recrystallized from ethanol to give 2.65 g (37.0%) of the title compound, m.p.: 92°-93° C.

후처리

  1. temperatureis refluxed for 6 hours
  2. temperaturecooled down
  3. filtrationThe mixture is filtered
  4. customthe clear filtrate is separated
  5. washThe organic phase is washed with 10 ml of water
  6. customdried
  7. customevaporated
  8. customThe oily residue is recrystallized from ethanol

출처 및 근거

ORD 기록
ord-8e5cfbeb71f34778bf07aa59cb31cada
출처 데이터셋
uspto-grants-1990_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04937252

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