Acetone → 4-((5-Nitropyridine-2-yl)thiomethyl)benzaldehyde

HRID 1012369Notes

Reaction equation

HRID 1012369 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.CC(C)=O.Cl[CH2:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]=[O:22])=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>O>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([S:1][CH2:16][C:17]2[CH:24]=[CH:23][C:20]([CH:21]=[O:22])=[CH:19][CH:18]=2)=[N:3][CH:4]=1)([O-:10])=[O:9]

Participants

6

Reactant 4

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 3578774-(Chloromethyl)benzaldehydeHCID 178526723C5H4N2O2S

Product 1

HCID 860747654-((5-Nitropyridine-2-yl)thiomethyl)benzaldehydeYield 93.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To 40 mg of 2-mercapto-5-nitropyridine was added 200 mL of acetone, and the solution was stirred while cooled with water. To this reaction solution were added 43.6 of 4-chloromethylbenzaldehyde and 45 g of potassium carbonate, to conduct reaction. After the completion of the reaction, 1 L of water was added to the solution. The precipitated crystal was collected by filtration, washed with water, washed with methanol, and dried (yield amount 65.5 g, and yield 93.3%).

Workup

  1. customreaction
  2. additionwas added to the solution
  3. filtrationThe precipitated crystal was collected by filtration
  4. washwashed with water
  5. washwashed with methanol
  6. customdried
  7. custom(yield amount 65.5 g, and yield 93.3%)

Sources & evidence

ORD record
ord-a7c2428b98fc476e8841163837c03337
Source dataset
uspto-grants-2011_07
Patent number
US07977491B2

Reaction notes

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