Hydrochloric Acid → 5-(2,6-Dichloro-4-nitro-phenoxy)-2-methoxy-benzenesulfinic acid

HRID 432927노트

반응식

HRID 432927 반응식
[Cl:1][C:2]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[C:17]([Cl:24])[C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([O:15][CH3:16])=[C:9]([S:11](Cl)(=[O:13])=[O:12])[CH:10]=1.S([O-])([O-])=O.[Na+].[Na+].C(=O)(O)[O-].[Na+].Cl>O>[Cl:1][C:2]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[C:17]([Cl:24])[C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([O:15][CH3:16])=[C:9]([S:11]([OH:13])=[O:12])[CH:10]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 24437Sodium SulfiteHCID 516892Sodium BicarbonateHCID 155414425-(2,6-Dichloro-4-nitro-phenoxy)-2-methoxy-benzenesulfonyl chloride

생성물 1

HCID 223448795-(2,6-Dichloro-4-nitro-phenoxy)-2-methoxy-benzenesulfinic acid수율 65.7%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

To a solution of 5-(2,6-dichloro-4-nitro-phenoxy)-2-methoxy-benzenesulfonyl chloride (4.26 g, 10.3 mmol) in water (40 mL) was added sodium sulfite (3.89 g, 30.9 mmol) and sodium bicarbonate (5.19 g, 61.8 mmol). The resulting mixture was heated to reflux for 2 h and then cooled to RT. The solution was acidified with conc. HCl (5 mL) followed by addition of water (40 mL). The aqueous solution was extracted with EtOAc (5×80 mL). The combined organic extracts were washed with brine (2×50 mL), dried and concentrated to give the title compound of Step B (2.56 g) as a solid. The title product of Step B was used in the next step without purification. MS (APCl−) Calc.: 376.9, Found: 375.8 (M−1).

후처리

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux for 2 h
  3. extractionThe aqueous solution was extracted with EtOAc (5×80 mL)
  4. washThe combined organic extracts were washed with brine (2×50 mL)
  5. customdried
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-55f17418a8184f56b72631e68bac29be
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06664291B2

반응 노트

불러오는 중…