Sulfuryl chloride → HCID 57800294, 화합물

HRID 2102017노트

반응식

HRID 2102017 반응식
S(Cl)([Cl:4])(=O)=O.[CH3:6][O:7][C:8]1[CH:20]=[CH:19][C:11]2[NH:12][C:13]([C:15]([F:18])([F:17])[F:16])=[N:14][C:10]=2[CH:9]=1.C([O-])(O)=O.[Na+]>CC(O)=O.CCOC(C)=O.O>[Cl:4][C:9]1[C:10]2[N:14]=[C:13]([C:15]([F:17])([F:18])[F:16])[NH:12][C:11]=2[CH:19]=[CH:20][C:8]=1[O:7][CH3:6]

참가 물질

7

반응물 3

HCID 24648Sulfuryl chlorideHCID 516892Sodium BicarbonateHCID 178488085HCID 178488085, 화합물

생성물 1

HCID 57800294HCID 57800294, 화합물수율 80.2%

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

Sulfuryl chloride (0.39 mL, 4.86 mmol) was added dropwise to a 0° C. solution of 5-(methyloxy)-2-(trifluoromethyl)-1H-benzimidazole (1.0 g, 4.63 mmol) in HOAc (10 mL). The ice bath was removed and the mixture was allowed to stir at rt for 2 h. The concentrated reaction mixture was suspended in a mixture of EtOAc and H2O and the pH was adjusted to 7 with saturated aqueous NaHCO3. The reaction was partitioned and the aqueous portion was extracted with EtOAc. The combined organic fractions were washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo to afford the title compound (0.93 g): MS (ESI) m/z 251 (M+1).

후처리

  1. customThe ice bath was removed
  2. customThe concentrated reaction mixture
  3. customThe reaction was partitioned
  4. extractionthe aqueous portion was extracted with EtOAc
  5. washThe combined organic fractions were washed with brine
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-b702a26851164fce8e462f51f06ad640
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07572820B2

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