2-Chloro-9H-fluoren-9-one hydrazone → HCID 12871632, compound

HRID 1073329Notes

Reaction equation

HRID 1073329 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5](=[N:15][NH2:16])[C:4]=2[CH:3]=1>O1CCCC1.[O-2].[O-2].[Mn+4]>[Cl:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5](=[N+:15]=[N-:16])[C:4]=2[CH:3]=1

Participants

4

Reactant 1

HCID 536740962-Chloro-9H-fluoren-9-one hydrazone

Product 1

HCID 12871632HCID 12871632, compoundYield 100.9%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of (19) (5.3 g, 23.2 mmoL) and activated manganese dioxide (20 g, 232.5 mmoL, 10 eq) in tetrahydrofuran (500 mL) was stirred at room temperature for 18 h. The mixture was then filtered through celite and concentrated to provide 5.3 g (100%) of product (20) as a red solid: mp 102°-108° C.

Workup

  1. filtrationThe mixture was then filtered through celite and
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-6f8ccc61b04d454c938cc902f0dc8eee
Source dataset
uspto-grants-1990_11
Patent number
US04968809

Reaction notes

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