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

HRID 574893ノート

反応式

HRID 574893 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 47309215,6-Dichloropyridine-3-sulfonamide

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7fd19d87bbee406c8345e4e388a278b7
出典データセット
uspto-grants-2015_05
特許番号
US09034875B2

反応ノート

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