Ammonium Hydroxide → 5,6-Dichloropyridine-3-sulfonamide

HRID 706985노트

반응식

HRID 706985 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([S:9](Cl)(=[O:11])=[O:10])[CH:5]=[N:6][C:7]=1[Cl:8].[NH4+:13].[OH-]>C(O)(C)C>[Cl:1][C:2]1[CH:3]=[C:4]([S:9]([NH2:13])(=[O:11])=[O:10])[CH:5]=[N:6][C:7]=1[Cl:8]

참가 물질

4

반응물 2

HCID 14923Ammonium HydroxideHCID 47369115,6-dichloropyridine-3-sulfonyl Chloride

생성물 1

HCID 47309215,6-Dichloropyridine-3-sulfonamide

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

To a solution of 5,6-dichloropyridine-3-sulfonyl chloride (32.16 g) in isopropyl alcohol (300 mL) at 0° C. was added a 30% aqueous solution of NH4OH (50.8 mL). After stirring overnight, the solvent was reduced to ⅓ of the original volume. It was then partitioned between water and ethyl acetate. The aqueous layer was extracted with additional ethyl acetate. The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated. The residue was chromatographed on silica gel. The material was then slurried in 1:9 ethyl acetate/hexanes, filtered and dried under vacuum to give the title compound.

후처리

  1. customIt was then partitioned between water and ethyl acetate
  2. extractionThe aqueous layer was extracted with additional ethyl acetate
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was chromatographed on silica gel
  8. filtrationfiltered
  9. customdried under vacuum

출처 및 근거

ORD 기록
ord-e321968a379e45eba9520c2cd27767ed
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174982B2

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