Ammonium Hydroxide → 1,3-dimethyl-1H-pyrazole-4-sulfonamide

HRID 331054ノート

反応式

HRID 331054 の反応式
[CH3:1][N:2]1[CH:6]=[C:5]([S:7](Cl)(=[O:9])=[O:8])[C:4]([CH3:11])=[N:3]1.[OH-].[NH4+:13]>C1COCC1>[CH3:1][N:2]1[CH:6]=[C:5]([S:7]([NH2:13])(=[O:9])=[O:8])[C:4]([CH3:11])=[N:3]1

参加物

4

反応物 2

HCID 14923Ammonium HydroxideHCID 46357071,3-dimethyl-1H-pyrazole-4-sulfonyl chloride

生成物 1

HCID 133427831,3-dimethyl-1H-pyrazole-4-sulfonamide収率 111.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 1,3-dimethyl-1H-pyrazole-4-sulfonyl chloride (232 mg, 1.192 mmol) in THF (10.0 mL) was cooled to 0° C. and to it was added dropwise ammonium hydroxide (0.650 mL, 16.69 mmol). The reaction mixture was allowed to warm to RT and left to stir over the weekend (ca. 64 hours). The reaction mixture was concentrated in vacuo. The residues were taken up in water, then neutralized with 1M aqueous HCl (dropwise addition) to pH 5-6 and extracted with ethyl acetate (3×50 mL). The combined organics were dried over MgSO4, filtered and evaporated to dryness, producing the title compound (233 mg). LCMS (A): m/z (M+H)+ 176, C5H9N3O2S requires 175 (acidic).

後処理

  1. waitleft
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. additiondropwise addition) to pH 5-6
  4. extractionextracted with ethyl acetate (3×50 mL)
  5. dry with materialThe combined organics were dried over MgSO4
  6. filtrationfiltered
  7. customevaporated to dryness

出典と根拠

ORDレコード
ord-6d52788399694fb69f0a848ce112f179
出典データセット
uspto-grants-2014_11
特許番号
US08877742B2

反応ノート

読み込み中…