1,4-Dioxane → 5-Chloro-4-methoxy-2-nitroaniline

HRID 1060503노트

반응식

HRID 1060503 반응식
[Cl:1][C:2]1[C:3]([O:15][CH3:16])=[CH:4][C:5]([N+:12]([O-:14])=[O:13])=[C:6]([NH:8]C(=O)C)[CH:7]=1.O1CCOCC1>Cl>[Cl:1][C:2]1[C:3]([O:15][CH3:16])=[CH:4][C:5]([N+:12]([O-:14])=[O:13])=[C:6]([CH:7]=1)[NH2:8]

참가 물질

4

반응물 2

HCID 312751,4-DioxaneHCID 27806535'-Chloro-4'-methoxy-2'-nitroacetanilide

생성물 1

HCID 101043255-Chloro-4-methoxy-2-nitroaniline

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

반응 조건

온도
60 °C

실험 절차

To a solution of N-(5-chloro-4-methoxy-2-nitrophenyl)-acetamide (2 g, 8.2 mmol) in 5N HCl (20 mL) is added 1,4-dioxane (10 mL), and the mixture is stirred at 60° C. for 1.5 hours. The reaction mixture is concentrated and partitioned between EtOAc/2 N NaOH. The aqueous layers are washed with EtOAc (3X), brine, dried (MgSO4), adsorbed onto silica gel, and chromatographed (70% EtOAc/hexanes) to provide an orange powder.

후처리

  1. concentrationThe reaction mixture is concentrated
  2. custompartitioned between EtOAc/2 N NaOH
  3. washThe aqueous layers are washed with EtOAc (3X), brine
  4. dry with materialdried (MgSO4)
  5. customchromatographed (70% EtOAc/hexanes)
  6. customto provide an orange powder

출처 및 근거

ORD 기록
ord-10538b42e38a4b4389a1567008c7cb9b
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06524347B1

반응 노트

불러오는 중…