Methanol → 1-(4'-Hydroxy-3'5'-difluorobenzyl)-2-(methylthio)imidazole

HRID 1252494노트

반응식

HRID 1252494 반응식
C[O:2][C:3]1[C:15]([F:16])=[CH:14][C:6]([CH2:7][N:8]2[CH:12]=[CH:11][NH:10][C:9]2=[S:13])=[CH:5][C:4]=1[F:17].B(Br)(Br)Br.[CH3:22]O>C(Cl)Cl>[OH:2][C:3]1[C:15]([F:16])=[CH:14][C:6]([CH2:7][N:8]2[CH:12]=[CH:11][N:10]=[C:9]2[S:13][CH3:22])=[CH:5][C:4]=1[F:17]

참가 물질

5

반응물 3

HCID 887MethanolHCID 25134Boron tribromideHCID 144508631-[(3,5-Difluoro-4-methoxyphenyl)methyl]-1,3-dihydro-2H-imidazole-2-thione

생성물 1

HCID 201401331-(4'-Hydroxy-3'5'-difluorobenzyl)-2-(methylthio)imidazole

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 1-(4'-methoxy-3',5'-difluorobenzyl)-1,3-dihydro-2H-imidazole-2-thione (0.0046 mol) in 40 ml methylene chloride is treated with a solution of BBr3 (0.014 mol) in 10 ml methylene chloride. After four hours methanol is cautiously added, the mixture is stirred for an additional eighteen hours and the solvents are evaporated. The residue is dissolved in water, washed with ethyl acetate, neutralized with sodium bicarbonate, and extracted with ethyl acetate. The extracts are dried (MgSO4) and filtered and the solvent evaporated to yield 1-(4'-hydroxy-3'5'-difluorobenzyl)-2-(methylthio)imidazole. This compound then is substituted for 1-(4'-hydroxy-3',5'-difluorobenzyl)-1,3-dihydro-2H-imidazole-2-thione in the process of Example 1 to yield 1-(4'-acetoxy-3',5'-difluorobenzyl)-2-(methylthio)imidazole.

후처리

  1. customthe solvents are evaporated
  2. dissolutionThe residue is dissolved in water
  3. washwashed with ethyl acetate
  4. extractionextracted with ethyl acetate
  5. dry with materialThe extracts are dried (MgSO4)
  6. filtrationfiltered
  7. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-74bd5679caa44f69999dd1169ecc5115
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04743613

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