Stannous chloride dihydrate → HCID 10265027, compound

HRID 649000Notes

Reaction equation

HRID 649000 reaction equation
[CH3:1][C:2]1[C:3](=[O:22])[NH:4][CH2:5][C:6]=1[C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH:17]=[CH:16][N:15]=[C:14]2[CH3:18])=[C:9]([N+:19]([O-])=O)[CH:8]=1.O.O.[Sn](Cl)Cl.C(=O)(O)[O-].[Na+]>C(O)C>[NH2:19][C:9]1[CH:8]=[C:7]([C:6]2[CH2:5][NH:4][C:3](=[O:22])[C:2]=2[CH3:1])[CH:12]=[CH:11][C:10]=1[N:13]1[CH:17]=[CH:16][N:15]=[C:14]1[CH3:18]

Participants

5

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 516892Sodium BicarbonateHCID 10379920HCID 10379920, compound

Product 1

HCID 10265027HCID 10265027, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1,5-Dihydro-3-methyl-4-[4-(2-methyl-1H-imidazol-1-yl)-3-nitrophenyl]-2H-pyrrol-2-one (7.3 g, 24 mmol) and tin (II) chloride dihydrate (28 g, 125 mmol) are combined in ethanol (330 mL), and the mixture is heated at reflux under a nitrogen atmosphere for 30 minutes. The mixture is cooled, made basic with saturated aqueous sodium bicarbonate, and filtered through celite. The filter cake is washed with ethanol, and the filtrates are evaporated. Chromatography of the residue on alumina provides the title compound.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux under a nitrogen atmosphere for 30 minutes
  3. temperatureThe mixture is cooled
  4. filtrationfiltered through celite
  5. washThe filter cake is washed with ethanol
  6. customthe filtrates are evaporated

Sources & evidence

ORD record
ord-b5e42c433e714c469d2bb054faa59379
Source dataset
uspto-grants-1988_04
Patent number
US04737511

Reaction notes

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