2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 21220846, compound

HRID 1584796Notes

Reaction equation

HRID 1584796 reaction equation
ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl.[F:15][C:16]([F:31])([F:30])[C:17]([NH:19][C:20]1[CH:21]=[C:22]([CH3:29])[C:23]2[O:27][CH2:26][CH2:25][C:24]=2[CH:28]=1)=[O:18]>C(Cl)(Cl)(Cl)Cl>[F:31][C:16]([F:15])([F:30])[C:17]([NH:19][C:20]1[CH:21]=[C:22]([CH3:29])[C:23]2[O:27][CH:26]=[CH:25][C:24]=2[CH:28]=1)=[O:18]

Participants

4

Reactant 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 21220867HCID 21220867, compound

Product 1

HCID 21220846HCID 21220846, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (1.3 g) was added to a solution of 2,2,2-trifluoro-N-(7-methyl-2,3-dihydro-benzofuran-5-yl)-acetamide (600 mg) in carbon tetrachloride (30 ml) and the resulting mixture heated at reflux for 4.5 hours. The reaction mixture was filtered, the filtrate adsorbed on to silica and the residue purified by FCC eluting with ether-hexane (1:1) to give the title compound as a peach solid (590 mg), m.p. 96-97°.

Workup

  1. temperaturethe resulting mixture heated
  2. temperatureat reflux for 4.5 hours
  3. filtrationThe reaction mixture was filtered
  4. customthe residue purified by FCC
  5. washeluting with ether-hexane (1:1)

Sources & evidence

ORD record
ord-d2a5f50803284f5291c34d1b4c9c8c18
Source dataset
uspto-grants-1999_08
Patent number
US05935972

Reaction notes

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