2-Mercaptoethanol → 1-[2-Naphthoylmethyl]imidazole ethylene

HRID 26543

반응식

HRID 26543 반응식
Cl.[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:12]([CH2:14][N:15]1[CH:19]=[CH:18][N:17]=[CH:16]1)=[O:13].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.SCCO.C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1.C1C=CC=CC=1>[CH2:2]=[CH2:3].[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:12]([CH2:14][N:15]1[CH:19]=[CH:18][N:17]=[CH:16]1)=[O:13]

참가 물질

7

반응물 4

HCID 15672-MercaptoethanolHCID 11430Potassium CarbonateHCID 51199Nafimidone monohydrochlorideHCID 521998p-Toluenesulfonic acid monohydrate

생성물 1

HCID 213237211-[2-Naphthoylmethyl]imidazole ethylene

시약·촉매·용매 2

HCID 241Benzene용매HCID 1140Toluene용매2회

실험 절차

1-[2-Naphthoylmethyl]imidazole hydrochloride (540 mg) and p-toluenesulfonic acid monohydrate (570 mg) in toluene (10 ml) containing a little benzene are treated with 2-mercaptoethanol (4 ml). A pressure-equalized addition funnel filled with activated 4 A molecular sieves in toluene is placed above the flask as a modified Dean-Stark trap and the mixture heated under reflux with stirring for 18 hours. The resulting mixture is then added with stirring to excess aqueous potassium carbonate, the product extracted with ether (with filtration) and the extracts washed, dried (MgSO4) and evaporated. Purification by chromatography on silica gel eluting with ethyl acetate gives pure 1-[2-naphthoylmethyl]imidazole ethylene hemithioketal.

후처리

  1. additionA pressure-equalized addition funnel filled
  2. temperaturethe mixture heated
  3. temperatureunder reflux
  4. additionThe resulting mixture is then added
  5. extractionthe product extracted with ether (with filtration)
  6. washthe extracts washed
  7. dry with materialdried (MgSO4)
  8. customevaporated
  9. customPurification by chromatography on silica gel eluting with ethyl acetate

출처 및 근거

ORD 기록
ord-6f6446b2cdd849b38d161af93dc6bd9e
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04150153

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