1,4-Dioxane → HCID 15132459, compound

HRID 1089182Notes

Reaction equation

HRID 1089182 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[C:9]3[CH:10]=[CH:11][C:12]([N+:14]([O-])=O)=[CH:13][C:8]=3[S:7](=[O:18])(=[O:17])[C:6]=2[CH:19]=1.O1CCOCC1>[Pd].C(O)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]2[C:9]3[CH:10]=[CH:11][C:12]([NH2:14])=[CH:13][C:8]=3[S:7](=[O:17])(=[O:18])[C:6]=2[CH:19]=1

Participants

5

Reactant 2

HCID 312751,4-DioxaneHCID 15132458HCID 15132458, compound

Product 1

HCID 15132459HCID 15132459, compoundYield 76%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 4.2 g of 3-fluoro-7-nitrodibenzothiophene S,S-dioxide, 100 ml of dioxane, 25 ml of glacial acetic acid and 1.0 g of 5% palladium on carbon was hydrogenated for 30 minutes, then filtered through diatomaceous earth and evaporated. The residue was crystallized from 50 ml of acetonitrile, giving 2.85 g of the desired product as yellow crystals, mp 266°-270° C.

Workup

  1. filtrationfiltered through diatomaceous earth
  2. customevaporated
  3. customThe residue was crystallized from 50 ml of acetonitrile

Sources & evidence

ORD record
ord-ab7128171d3c48bfaf3cd0094631382a
Source dataset
uspto-grants-1990_10
Patent number
US04965284

Reaction notes

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