2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 178478369, compound

HRID 1453572Notes

Reaction equation

HRID 1453572 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4]([N:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH2:13][CH2:12]2)[N:3]=1.ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>O1CCOCC1>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4]([N:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=[CH:12]2)[N:3]=1

Participants

4

Reactant 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 178478370HCID 178478370, compound

Product 1

HCID 178478369HCID 178478369, compoundYield 60.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

236 mg of product obtained in stage 1 of Example 1 in 20 ml of dioxane are heated over siliparite with 227 mg of DDQ (dichlorodicyanobenzoquinone), for 60 hours at 80° C. The dioxane is evaporated off and then purification is carried out by chromatography on silica with a CH2Cl2-MeOH: 95-5 mixture for eluent. 142 mg of expected product are obtained, in the form of beige-colored crystals.

Workup

  1. customThe dioxane is evaporated off
  2. custompurification

Sources & evidence

ORD record
ord-21f46c4464e54d6a8367e22210e95d49
Source dataset
uspto-grants-2009_01
Patent number
US07476670B2

Reaction notes

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