HCID 20506846, compound → HCID 20506848, compound

HRID 355013Notes

Reaction equation

HRID 355013 reaction equation
[SH:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:5]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[N:4][N:3]=1.[CH3:18][C:19]([C:26]1[C:27](=[O:33])[CH:28]=[CH:29][C:30](=[O:32])[CH:31]=1)([CH3:25])[CH2:20][C:21]([CH3:24])([CH3:23])[CH3:22]>CO>[CH2:13]([C:5]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:2]([S:1][C:29]2[CH:28]=[C:27]([OH:33])[C:26]([C:19]([CH3:25])([CH3:18])[CH2:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:31][C:30]=2[OH:32])=[N:3][N:4]=1)[CH2:14][CH2:15][CH2:16][CH3:17]

Participants

4

Reactant 2

HCID 20506846HCID 20506846, compoundHCID 178442318HCID 178442318, compound

Product 1

HCID 20506848HCID 20506848, compoundYield 20.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

13 g of 3-mercapto-5-n-pentyl-4-phenyl-1,2,4-triazole was dissolved in 200 ml of methanol, and the solution was stirred under ice cooling. To the solution was added 12 g of 2-(1,1,3,3-tetramethylbutyl)benzoquinone in small portions. After the addition, the solution was stirred under ice cooling for 2 hours, and then allowed to stand at room temperature (25°±5° C.) overnight. The methanol was removed under reduced pressure, and 20 ml of diethyl ether was added to the residue. The crystals obtained were collected by filtration, and recrystallized from ethyl acetate to obtain 5 g of 2-(5-n-pentyl-4-phenyl-1,2,4-triazol-3-ylthio)-5-(1,1,3,3-tetramethylbutyl)hydroquinone having a melting point of 198° C.

Workup

  1. additionAfter the addition
  2. stirringthe solution was stirred under ice cooling for 2 hours
  3. customto stand at room temperature
  4. custom(25°±5° C.) overnight
  5. customThe methanol was removed under reduced pressure, and 20 ml of diethyl ether
  6. additionwas added to the residue
  7. customThe crystals obtained
  8. filtrationwere collected by filtration
  9. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-d3e827f666ef4aed94d25bac9d9c615d
Source dataset
uspto-grants-1983_03
Patent number
US04377634

Reaction notes

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