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Triethylamine → 2-{4-(3-Ethoxy-2-hydroxypropoxy)phenylcarbamoyl}ethyl methyl sulfide

HRID 637532
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HRID 637532 반응식
C(N(CC)CC)C.[CH2:8]([O:10][CH2:11][CH:12]([OH:22])[CH2:13][O:14][C:15]1[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=1)[CH3:9].[CH3:23][S:24][CH2:25][CH2:26][C:27](Cl)=[O:28]>CN(C)C=O>[CH3:23][S:24][CH2:25][CH2:26][C:27](=[O:28])[NH:19][C:18]1[CH:17]=[CH:16][C:15]([O:14][CH2:13][CH:12]([OH:22])[CH2:11][O:10][CH2:8][CH3:9])=[CH:21][CH:20]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 107748571-(4-Aminophenoxy)-3-ethoxypropan-2-olHCID 129214403-(Methylthio)propionyl Chloride

생성물 1

HCID 105912962-{4-(3-Ethoxy-2-hydroxypropoxy)phenylcarbamoyl}ethyl methyl sulfide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Dissolved in 4 ml of dimethylformamide were 1.46 g of triethylamine and 1.52 g of 4-(3-ethoxy-2-hydroxypropoxy)aniline. A 1.10 g quantity of 3-methylmercaptopropionyl chloride was added to the solution with ice-cooling. The mixture was stirred at room temperature for 12 hours and the reaction mixture was concentrated. The residue was extracted with chloroform and the chloroform layer was washed successively with 1N hydrochloric acid, a saturated aqueous solution of sodium hydrogencarbonate and water and concentrated. Ether was added to the residue and the crystals formed were filtered off to give 1.52 g of 2-{4-(3-ethoxy-2-hydroxypropoxy)phenylcarbamoyl}ethyl methyl sulfide in 67.4%, M.P. 79° to 81° C.

후처리

  1. temperaturecooling
  2. concentrationthe reaction mixture was concentrated
  3. extractionThe residue was extracted with chloroform
  4. washthe chloroform layer was washed successively with 1N hydrochloric acid
  5. concentrationa saturated aqueous solution of sodium hydrogencarbonate and water and concentrated
  6. additionEther was added to the residue
  7. customthe crystals formed
  8. filtrationwere filtered off

출처 및 근거

ORD 기록
ord-f8d0eb0abaaa49c7844a183232104acf
출처 데이터셋
uspto-grants-1985_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04556737

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