Water → HCID 10127313, compound

HRID 1373487Notes

Reaction equation

HRID 1373487 reaction equation
[CH3:1][O:2][C:3]1[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[C:20]([O:26][CH3:27])[C:4]=1[CH:5]=[CH:6][S:7]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([NH2:19])[CH:12]=1)(=[O:9])=[O:8].[O-:28][C:29]#[N:30].[K+].O>C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[C:20]([O:26][CH3:27])[C:4]=1/[CH:5]=[CH:6]/[S:7]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([NH:19][C:29]([NH2:30])=[O:28])[CH:12]=1)(=[O:9])=[O:8]

Participants

5

Reactant 3

HCID 962WaterHCID 11378442Potassium cyanateHCID 66810362HCID 66810362, compound

Product 1

HCID 10127313HCID 10127313, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 2,4,6-trimethoxystyryl-N-(3-amino-4-methoxyphenyl)-sulfonamide (1 mmol) in glacial acetic acid (10 mL) is added an aqueous solution of potassium cyanate (1 mmol in 2 mL of de-ionized water). The reaction mixture is stirred for 3 h at room temperature. The reaction mixture is then poured into de-ionized water (100 mL) and extracted with ethyl acetate for 3 times. The combined organic layer is then washed with sodium bicarbonate to neutralize acetic acid and then with brine. The organic layer is then dried over anhydrous magnesium sulfate and the solvent is removed under vacuum to yield the title compound which is purified by column chromatography.

Workup

  1. extractionextracted with ethyl acetate for 3 times
  2. washThe combined organic layer is then washed with sodium bicarbonate
  3. dry with materialThe organic layer is then dried over anhydrous magnesium sulfate
  4. customthe solvent is removed under vacuum

Sources & evidence

ORD record
ord-e2211fdb04a743b1b6298882078aa220
Source dataset
uspto-grants-2007_01
Patent number
US07161031B2

Reaction notes

Loading…