HCID 13424190, compound → 87254-66-8

HRID 280478Notes

Reaction equation

HRID 280478 reaction equation
[N+:1]([C:4]1[C:9]2[S:10](=[O:14])(=[O:13])[CH:11]=[CH:12][C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-])=O.[H][H]>C(OCC)(=O)C.[Pd]>[NH2:1][C:4]1[C:9]2[S:10](=[O:14])(=[O:13])[CH2:11][CH2:12][C:8]=2[CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 13424190HCID 13424190, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 1392440487254-66-8Yield 80.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

7-Nitrobenzo[b]thiophene-1,1-dioxide (19 g, Example 17) was hydrogenated in 200 ml of ethyl acetate over 1.0 g of 10% palladium-on-charcoal catalyst at 500 pounds-per-square-inch of pressure and 100° C. until no more hydrogen gas was absorbed. The mixture was filtered through celite, and the filtrate was concentrated in vacuo. The solid residue was recrystallized from 1-chlorobutane to yield 13.2 g of the title compound; m.p. 117°-119° C.

Workup

  1. customwas absorbed
  2. filtrationThe mixture was filtered through celite
  3. concentrationthe filtrate was concentrated in vacuo
  4. customThe solid residue was recrystallized from 1-chlorobutane

Sources & evidence

ORD record
ord-4ee5590b19bf4b96bc7fe643cf58143a
Source dataset
uspto-grants-1986_05
Patent number
US04589909

Reaction notes

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