Guaiacol → HCID 19388499, compound

HRID 1460168Notes

Reaction equation

HRID 1460168 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]=[CH:17][C:16]=1[OH:21]>C(O)C>[OH:21][C:16]1[C:15]([O:14][CH3:13])=[CH:20][CH:19]=[CH:18][C:17]=1[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 460GuaiacolHCID 712FormaldehydeHCID 21278808Methyl piperazine-1-carbodithioate

Product 1

HCID 19388499HCID 19388499, compoundYield 46.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent3×

Procedure

In 10 ml of ethanol was dissolved 0.86 g of 35% formalin. To the solution was dropwise added under chilling with ice a solution of 2.35 g of methyl 1-piperazinecarbodithioate in 5 ml of ethanol. The mixture was then stirred for 30 min. at room temperature. The mixture was refluxed overnight under heating after addition of a solution of 1.24 g of 2-methoxyphenol in 5 ml of ethanol under chilling with ice. The reaction mixture was cooled to room temperature. Precipitated crystals were collected by filtration and washed with 5 ml of ethanol to give 1.44 g of the desired compound as a white powder, m.p. 151°-152° C. (decomp.), yield 45.9%.

Workup

  1. additionTo the solution was dropwise added
  2. temperatureThe mixture was refluxed overnight
  3. temperatureunder heating
  4. temperatureunder chilling with ice
  5. temperatureThe reaction mixture was cooled to room temperature
  6. customPrecipitated crystals
  7. filtrationwere collected by filtration
  8. washwashed with 5 ml of ethanol

Sources & evidence

ORD record
ord-0731d6a8a911460ebe7ff0d6ad20e9ec
Source dataset
uspto-grants-1991_12
Patent number
US05070089

Reaction notes

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