3-(2,5,5-Trimethyl-1,3-dioxan-2-yl)thiophene-2-sulfonamide → 3-Acetyl-2-thiophenesulfonamide

HRID 1735987ノート

反応式

HRID 1735987 の反応式
[CH3:1][C:2]1([C:10]2[CH:14]=[CH:13][S:12][C:11]=2[S:15]([NH2:18])(=[O:17])=[O:16])OCC(C)(C)C[O:3]1>C1COCC1.Cl>[C:2]([C:10]1[CH:14]=[CH:13][S:12][C:11]=1[S:15]([NH2:18])(=[O:16])=[O:17])(=[O:3])[CH3:1]

参加物

4

反応物 1

HCID 229019383-(2,5,5-Trimethyl-1,3-dioxan-2-yl)thiophene-2-sulfonamide

生成物 1

HCID 229019263-Acetyl-2-thiophenesulfonamide収率 79%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

The product from Step A (174.05 g, crude) was dissolved in a mixture of THF (1000 mL) and 1N HCl (1000 mL) and heated at reflux temperature for 1.5 hr. The THF was evaporated and the aqueous solution made basic by the addition of a saturated aqueous sodium bicarbonate solution. The mixture was cooled and the precipitate collected by filtration, washed with cold water and dried in vacuo to give the crude product (109.1 g,). Recrystallization from acetonitrile gave the desired product (81.5 g, 79%): mp 193°-196° C.

後処理

  1. temperatureheated
  2. temperatureat reflux temperature for 1.5 hr
  3. customThe THF was evaporated
  4. additionby the addition of a saturated aqueous sodium bicarbonate solution
  5. temperatureThe mixture was cooled
  6. filtrationthe precipitate collected by filtration
  7. washwashed with cold water
  8. customdried in vacuo
  9. customto give the crude product (109.1 g,)
  10. customRecrystallization from acetonitrile

出典と根拠

ORDレコード
ord-a3f062ca59674ecb9fa508a3b1bad15d
出典データセット
uspto-grants-1996_07
特許番号
US05538966

反応ノート

読み込み中…