Sulfuric acid magnesium salt (1:1) → Ethyl 2-(morpholin-4-yl)-1,3-thiazole-4-carboxylate

HRID 52702

반응식

HRID 52702 반응식
[NH2:1][C:2]([N:4]1[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1)=[S:3].Br[CH2:11][C:12](=O)[C:13]([O:15][CH2:16][CH3:17])=[O:14].[O-]S([O-])(=O)=O.[Mg+2]>CC(C)=O>[N:4]1([C:2]2[S:3][CH:11]=[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:1]=2)[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1

참가 물질

5

반응물 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 66144Ethyl bromopyruvateHCID 23935444-Morpholinecarbothioamide

생성물 1

HCID 15053544Ethyl 2-(morpholin-4-yl)-1,3-thiazole-4-carboxylate수율 55.2%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 1.85 g (12.7 mmol) of 4-((amino)thiocarbonyl)morpholine, 1.59 ml (12.7 mmol) of ethyl bromopyruvate, and excess MgSO4 in 50 ml of acetone was heated at reflux for 2 h. The resulting mixture was allowed to cool, filtered, and concentrated in vacuo. The residue was taken up in chloroform, washed with aqueous NaHCO3, dried over Na2SO4, and concentrated. Silica gel chromatography using 1% methanol in chloroform provided 1.7 g (55%) of the desired compound, Rf 0.70 (ethyl acetate). Mass spectrum: (M+H)+ =243.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 2 h
  3. temperatureto cool
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. washwashed with aqueous NaHCO3
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fca97fda05a746c180b888f83883c67a
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616720

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