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

HRID 1735987노트

반응식

HRID 1735987 반응식
[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]

참가 물질

4

반응물 1

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

생성물 1

HCID 229019263-Acetyl-2-thiophenesulfonamide수율 79%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a3f062ca59674ecb9fa508a3b1bad15d
출처 데이터셋
uspto-grants-1996_07
특허 번호
US05538966

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