2,6-Di-t-butyl-p-benzoquinone → HCID 178441135, compound

HRID 1607887Notes

Reaction equation

HRID 1607887 reaction equation
[C:1]([C:5]1[C:6](=[O:16])[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:8][C:9](=O)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:17][C:18]1[CH:22]=[CH:21][NH:20][N:19]=1>C(O)(=O)C>[C:1]([C:5]1[C:6](=[O:16])[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:8][C:9](=[N:17][C:18]2[CH:22]=[CH:21][NH:20][N:19]=2)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 128672,6-Di-t-butyl-p-benzoquinoneHCID 178418806HCID 178418806, compound

Product 1

HCID 178441135HCID 178441135, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidCatalyst

Conditions

Temperature
110 °C

Procedure

A mixture of 5.3 g of 2,6-di-tert-butyl-1,4-benzoquinone, 2.1 g of 3-aminopyrazole and 16 drops of acetic acid was heated with stirring at 110° C. for 15 minutes. The reaction mixture was cooled to room temperature, and then purified by silica gel column chromatography (eluent: diethyl either-chloroform=1:20), giving 5.5 g of 2,6-di-tert-butyl-4-(3-pyrazolylimino)-2,5-cyclohexadien-1-one (Compound 34a) as a pale red solid.

Workup

  1. temperaturewas heated
  2. temperatureThe reaction mixture was cooled to room temperature
  3. custompurified by silica gel column chromatography (eluent

Sources & evidence

ORD record
ord-f5925e17913b4ce2876db37a566596a3
Source dataset
uspto-grants-1989_09
Patent number
US04868183

Reaction notes

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