2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 9925674, compound

HRID 1086182Notes

Reaction equation

HRID 1086182 reaction equation
[CH3:1][N:2]1[C:6]([S:7][CH3:8])=[C:5]2[CH2:9][CH2:10][N:11]=[C:12]3[C:13]([Cl:18])=[C:14]([NH2:17])[C:15](=[O:16])[C:3]1=[C:4]23.C(C1C(=O)C(Cl)=C(Cl)C(=O)C=1C#N)#N>O1CCOCC1>[CH3:1][N:2]1[C:6]([S:7][CH3:8])=[C:5]2[CH:9]=[CH:10][N:11]=[C:12]3[C:13]([Cl:18])=[C:14]([NH2:17])[C:15](=[O:16])[C:3]1=[C:4]23

Participants

4

Reactant 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 10085148HCID 10085148, compound

Product 1

HCID 9925674HCID 9925674, compoundYield 60.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 10 mg of isobatzelline A in 5 ml of dioxane was stirred with 10 mg of DDQ at room temperature overnight. The resulting product was purified by HPLC (LiChrosorb NH2, 3% MeOH-CHCl3) to give 6 mg of isobatzelline D.

Workup

  1. customThe resulting product was purified by HPLC (LiChrosorb NH2, 3% MeOH-CHCl3)

Sources & evidence

ORD record
ord-916865ad39b24338bffc4ae368ba9b2c
Source dataset
uspto-grants-1991_07
Patent number
US05028613

Reaction notes

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