Triethylamine → 1-[2-[4-[(Methylsulfonyl)amino]phenyl]ethyl]-1H-imidazole

HRID 65256노트

반응식

HRID 65256 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]2[CH:14]=[CH:13][N:12]=[CH:11]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>C(Cl)Cl>[CH3:22][S:23]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]2[CH:14]=[CH:13][N:12]=[CH:11]2)=[CH:4][CH:3]=1)(=[O:25])=[O:24]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 35236744-[2-(1H-imidazol-1-yl)ethyl]aniline

생성물 1

HCID 137633971-[2-[4-[(Methylsulfonyl)amino]phenyl]ethyl]-1H-imidazole

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-10 °C

실험 절차

To a -10° C. solution of 8 g (0.064 mole) of 1-[2-(4-aminophenyl)ethyl]-1H-imidazole and 10 mL triethylamine in 200 mL of methylene chloride add 5 mL of methanesulfonyl chloride dropwise. Stir the resulting solution at -10° C. for about 30 minutes then warm to ambient temperature for about 30 minutes. Wash the reaction mixture with water. (2×100 mL). Extract with 10% aqueous sodium hydroxide (2×50 mL). The combined aqueous extracts are neutralized with ammonium chloride then extracted with methylene chloride (2×100 mL) and combined. Remove the solvent in vacuo to provide the title compound, which may be recrystallized from tetrahydrofuran.

후처리

  1. temperaturethen warm to ambient temperature for about 30 minutes
  2. washWash the reaction mixture with water
  3. extractionExtract with 10% aqueous sodium hydroxide (2×50 mL)
  4. extractionthen extracted with methylene chloride (2×100 mL)
  5. customRemove the solvent in vacuo

출처 및 근거

ORD 기록
ord-1675d0f43e1d4b2db8c66df17dee7637
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04613609

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