Water → HCID 67401517, compound

HRID 1817126Notes

Reaction equation

HRID 1817126 reaction equation
[CH3:1][O:2][C:3]1[CH:51]=[C:50]([O:52][CH3:53])[CH:49]=[C:48]([O:54][CH3:55])[C:4]=1/[CH:5]=[CH:6]/[CH:7]([S:19]([CH:22](/[CH:34]=[CH:35]/[C:36]1[C:41]([O:42][CH3:43])=[CH:40][C:39]([O:44][CH3:45])=[CH:38][C:37]=1[O:46][CH3:47])[C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([N+:31]([O-])=O)[CH:24]=1)(=[O:21])=[O:20])[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([N+:16]([O-])=O)[CH:9]=1.S(S([O-])=O)([O-])=O.[Na+].[Na+].O>CC(C)=O.O>[CH3:55][O:54][C:48]1[CH:49]=[C:50]([O:52][CH3:53])[CH:51]=[C:3]([O:2][CH3:1])[C:4]=1/[CH:5]=[CH:6]/[CH:7]([S:19]([CH:22](/[CH:34]=[CH:35]/[C:36]1[C:37]([O:46][CH3:47])=[CH:38][C:39]([O:44][CH3:45])=[CH:40][C:41]=1[O:42][CH3:43])[C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([NH2:31])[CH:24]=1)(=[O:21])=[O:20])[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([NH2:16])[CH:9]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24489Sodium DithioniteHCID 86760964HCID 86760964, compound

Product 1

HCID 67401517HCID 67401517, compound

Reagents, catalysts & solvents 1

HCID 18366337Propan-2-one--water (1/1)Solvent

Conditions

Temperature
50 °C

Procedure

A solution of (E)-2,4,6-trimethoxystyryl-4-methoxy-3-nitrobenzylsulfone (1.3 mmol) in acetone-water (10:5) was heated to 50° C. After 30 min, sodium hydrosulfite (Na2S2O4) (26.3 mmol) was added slowly, and the mixture was heated at reflux (50° C., 1 h.), cooled to room temperature and water was added. The product was rinsed with NaHCO3, and then isolated by extraction with ethyl acetate. The organic layer was dried over anhydrous Na2SO4. The solvent was removed under reduced pressure and the crude product was recrystallized from 2-propanol, m.p. 148-150° C.

Workup

  1. temperaturethe mixture was heated
  2. temperaturecooled to room temperature
  3. washThe product was rinsed with NaHCO3
  4. customisolated by extraction with ethyl acetate
  5. dry with materialThe organic layer was dried over anhydrous Na2SO4
  6. customThe solvent was removed under reduced pressure
  7. customthe crude product was recrystallized from 2-propanol, m.p. 148-150° C.

Sources & evidence

ORD record
ord-fcd6ce3efb7043aa99cc7faf31498373
Source dataset
uspto-grants-2009_10
Patent number
US07598232B2

Reaction notes

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