N-benzyl-2-hydroxybenzo(b)thiophene-3-carboxamide → 2-Hydroxybenzo(b)thiophene-3-carboxamide

HRID 2231288Notes

Reaction equation

HRID 2231288 reaction equation
C([NH:8][C:9]([C:11]1[C:12]2[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=2[S:14][C:15]=1[OH:16])=[O:10])C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[OH:16][C:15]1[S:14][C:13]2[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=2[C:11]=1[C:9]([NH2:8])=[O:10]

Participants

5

Reactant 2

HCID 21286565N-benzyl-2-hydroxybenzo(b)thiophene-3-carboxamideHCID 178418361HCID 178418361, compound

Product 1

HCID 142579342-Hydroxybenzo(b)thiophene-3-carboxamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of N-benzyl-2-hydroxybenzo(b)thiophene-3-carboxamide (4.3 g, 0.016 m), 10% palladium on carbon (2.0 g), and ethanol are stirred under a hydrogen atmosphere (40 p.s.i.) at 35° C. until hydrogen uptake is completed. The reaction mixture is filtered, the cake washed well with warm ethanol, and the combined filtrates concentrated in vacuo to yield 2-hydroxybenzo(b)thiophene-3-carboxamide.

Workup

  1. filtrationThe reaction mixture is filtered
  2. washthe cake washed well with warm ethanol
  3. concentrationthe combined filtrates concentrated in vacuo

Sources & evidence

ORD record
ord-7e768eb2443e4420addbb902c7b45428
Source dataset
uspto-grants-1988_11
Patent number
US04782080

Reaction notes

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