Sodium Carbonate → HCID 19388496, compound

HRID 1757559Notes

Reaction equation

HRID 1757559 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6]Cl)([O-:3])=[O:2].[N:12]1([C:18]([S:20][CH3:21])=[S:19])[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[N+:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6][N:15]1[CH2:16][CH2:17][N:12]([C:18]([S:20][CH3:21])=[S:19])[CH2:13][CH2:14]1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 119212-Nitrobenzyl chlorideHCID 21278808Methyl piperazine-1-carbodithioate

Product 1

HCID 19388496HCID 19388496, compoundYield 69.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 30 ml of ethanol were added 3.43 g (20 mmol.) of 2-nitrobenzyl chloride,3.52 g (20 mmol.) of methyl 1-piperazinecarbodithioate, and 2.12 g (20 mmol.) of sodium carbonate. The mixture was then stirred for 4 hours at room temperature and futher stirred overnight at 50°-60 ° C.Ethanol was distilled off under reduced pressure, and the residue was extracted using water and chloroform. The organic solvent portion was washed with water and a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and placed under reduced pressure to distill off the solvent. The residue was crystallized from 40 ml of ether,collected by filtration and washed with ether, to give 4.3 g of the desiredcompound, as a yellow crystalline product, yield 69.1%.

Workup

  1. stirringfuther stirred overnight at 50°-60 ° C
  2. distillationEthanol was distilled off under reduced pressure
  3. extractionthe residue was extracted
  4. washThe organic solvent portion was washed with water
  5. dry with materiala saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate
  6. distillationto distill off the solvent
  7. customThe residue was crystallized from 40 ml of ether,collected by filtration
  8. washwashed with ether
  9. customto give 4.3 g of the desiredcompound

Sources & evidence

ORD record
ord-808c84f2e91b4a0b85a5212a64d74694
Source dataset
uspto-grants-1995_08
Patent number
US05446146

Reaction notes

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