Formaldehyde → HCID 19388427, compound

HRID 1757538Notes

Reaction equation

HRID 1757538 reaction equation
[CH2:1]=O.[N:3]1([C:9]([S:11][CH3:12])=[S:10])[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[C:16]=1[OH:23]>C(O)C>[CH3:22][O:21][C:17]1[CH:18]=[C:19]([CH:20]=[C:15]([O:14][CH3:13])[C:16]=1[OH:23])[CH2:1][N:6]1[CH2:7][CH2:8][N:3]([C:9]([S:11][CH3:12])=[S:10])[CH2:4][CH2:5]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 70412,6-DimethoxyphenolHCID 21278808Methyl piperazine-1-carbodithioate

Product 1

HCID 19388427HCID 19388427, compoundYield 56.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent3×

Procedure

In 10 ml of ethanol was dissolved 0.86 g of 35% formaline. To the solution was dropwise added under chilling with ice a solution of 2.35 g of methyl 1-piperazinecarbodithioate in 4 ml of ethanol. The resulting mixture was then stirred for 30 min. at room temperature. Under chilling with ice, a solution of 1.54 g of 2,6-dimethoxyphenol in 4 ml of ethanol was to the stirred mixture. The resulting mixture was stirred for one hour at room temperature, and then refluxed under heating for 38 hours. The refluxed mixture was then cooled to room temperature. Precipitated crystals were collected by filtration and then washed with ethanol to give 1.94 g of thedesired compound a whilte crystalline product, yield 56.7%.

Workup

  1. additionTo the solution was dropwise added
  2. temperatureUnder chilling with ice
  3. stirringThe resulting mixture was stirred for one hour at room temperature
  4. temperaturerefluxed
  5. temperatureunder heating for 38 hours
  6. temperatureThe refluxed mixture was then cooled to room temperature
  7. customPrecipitated crystals
  8. filtrationwere collected by filtration
  9. washwashed with ethanol

Sources & evidence

ORD record
ord-301227c2cb1c4506bc40c6e884dfa362
Source dataset
uspto-grants-1995_08
Patent number
US05446146

Reaction notes

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