Triethylamine → (3-methoxyphenyl)-(2-methylsulfanyl-4,5-dihydroimidazol-1-yl)methanone

HRID 2223329노트

반응식

HRID 2223329 반응식
I.[CH3:2][S:3][C:4]1[NH:5][CH2:6][CH2:7][N:8]=1.C(N(CC)CC)C.[CH3:16][O:17][C:18]1[CH:19]=[C:20]([CH:24]=[CH:25][CH:26]=1)[C:21](Cl)=[O:22]>C(Cl)Cl>[CH3:16][O:17][C:18]1[CH:19]=[C:20]([C:21]([N:8]2[CH2:7][CH2:6][N:5]=[C:4]2[S:3][CH3:2])=[O:22])[CH:24]=[CH:25][CH:26]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 74374m-Anisoyl chlorideHCID 122212281H-Imidazole, 4,5-dihydro-2-(methylthio)-, hydriodide (1:1)

생성물 1

HCID 3413160(3-methoxyphenyl)-(2-methylsulfanyl-4,5-dihydroimidazol-1-yl)methanone

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-methylsulfanyl-4,5-dihydro-1H-imidazole hydroiodide (1.22 g, 1.0 equiv) in CH2Cl2 (25 mL) under an atmosphere of argon at 0° C. was added triethylamine (1.5 mL, 2.2 equiv) and then 3-methoxybenzoyl chloride (0.78 mL, 1.1 equiv) dropwise. Thereaction mixture was allowed to warm to room temperature and stir for 24 hr. After concentration, the resulting residue was diluted with EtOAc (50 mL) and hexane (50 mL). The mixture was filtered and then the filtrate concentrated and dried under vacuum to give a quantitative yield of (3-methoxyphenyl)-(2-methylsulfanyl-4,5-dihydroimidazol-1-yl)-methanone which was used directly in the next step.

후처리

  1. concentrationAfter concentration
  2. additionthe resulting residue was diluted with EtOAc (50 mL) and hexane (50 mL)
  3. filtrationThe mixture was filtered
  4. concentrationthe filtrate concentrated
  5. customdried under vacuum

출처 및 근거

ORD 기록
ord-31cd2216a90643b8bc3a3fbee37cace5
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07375125B2

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