Sodium Thiosulfate → HCID 19974388, compound

HRID 1451231Notes

Reaction equation

HRID 1451231 reaction equation
[Br:1][C:2]1[C:3](=[O:31])[NH:4][N:5]=[C:6]([O:20][CH2:21][CH2:22][S:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[Cl:30])[C:7]=1[NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1.ClC1C=CC=C(C(OO)=[O:40])C=1.S([O-])([O-])(=O)=S.[Na+].[Na+]>ClCCl>[Br:1][C:2]1[C:3](=[O:31])[NH:4][N:5]=[C:6]([O:20][CH2:21][CH2:22][S:23]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[Cl:30])=[O:40])[C:7]=1[NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 19974379HCID 19974379, compound

Product 1

HCID 19974388HCID 19974388, compoundYield 82.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

To a solution of 0.4 g of 4-bromo-6-[2-(2-chlorophenylthio)ethyloxy]-5-(3,4-dimethoxyphenylmethylamino)-3(2H)-pyridazinone in 30 ml of dichloromethane was added dropwise a solution of 0.15 g of metachloroperbenzoic acid in 5 ml of dichloromethane at 0° C. The excess peracid was decomposed by the addition of saturated aqueous sodium thiosulfate. The mixture was diluted with dichloromethane, washed with brine, dried over magnesium sulfate and concentrated. The residue was chromatographed on silicagel to give 0.34 g of the objective compound. Yield, 83%, Melting point, 183°-185° C.

Workup

  1. washwashed with brine
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe residue was chromatographed on silicagel

Sources & evidence

ORD record
ord-6dc833eebd1442bf9acd5c5a00469ad0
Source dataset
uspto-grants-1997_02
Patent number
US05604226

Reaction notes

Loading…