Hydrochloric Acid → 1-Hydroxynaphthalene-7-sulfonic acid

HRID 528801

반응식

HRID 528801 반응식
N[C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[C:9]([S:12]([OH:15])(=[O:14])=[O:13])[CH:8]=[CH:7]2.[OH:16]S([O-])=O.[Na+].[OH-].[Na+].Cl>O>[OH:16][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[C:9]([S:12]([OH:15])(=[O:14])=[O:13])[CH:8]=[CH:7]2

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8386Cleve's acidHCID 14798Sodium HydroxideHCID 23665763Sodium Bisulfite

생성물 1

HCID 30224821-Hydroxynaphthalene-7-sulfonic acid수율 99.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of 8-amino-2-naphthalenesulfonic acid (Aldrich, 2.40 g, 10.8 mmol) and 3.9M aq. NaHSO3 solution (20.0 mL, 77.0 mmol) in water (10.0 mL) was refluxed for 15 h. The reaction mixture was then basified with 30% aq. NaOH solution (430 mg, 10.8 mmol) and refluxed for 4 h. The reaction mixture was neutralized with conc. HCl and then concentrated in vacuo. The remaining solid was azeotroped with 1:1 MeOH/PhMe (3×) to give the title compound (2.41 g, 95%). 1H NMR (DMSO-d6) δ 9.43 (br s, 1H), 8.36 (s, 1H), 7.96 d, J=8.4 Hz, 1H), 7.88-7.78 (m, 2H), 7.52 (t, J=7.8 Hz, 1H), 7.43 (d, J=7.3 Hz, 1H); MS(ESI−) m/z 222.3 (M−H)−.

후처리

  1. temperaturerefluxed for 4 h
  2. concentrationconcentrated in vacuo
  3. customThe remaining solid was azeotroped with 1:1 MeOH/PhMe (3×)

출처 및 근거

ORD 기록
ord-38d8d658b8c0402f91d2326e7952801e
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09346795B2

연결된 노트

불러오는 중…