HCID 693354, compound → HCID 16787143, compound

HRID 2102808Notes

Reaction equation

HRID 2102808 reaction equation
[N+:1]([C:4]1[CH:21]=[CH:20][C:7]2[N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]3[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=3)[S:10][C:6]=2[CH:5]=1)([O-])=O>CS(C)=O.[Pd]>[NH2:1][C:4]1[CH:21]=[CH:20][C:7]2[N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]3[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=3)[S:10][C:6]=2[CH:5]=1

Participants

4

Reactant 1

HCID 693354HCID 693354, compound

Product 1

HCID 16787143HCID 16787143, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 679Dimethyl SulfoxideSolvent

Procedure

N-(6-Nitrobenzothiazol-2-yl)nicotinamide (0.50 g, 1.67 mmol) was dissolved in dimethylsulfoxide (50 mL) by warming. After addition of palladium on charcoal (0.089 g, 10% Pd, 0.08 mmol Pd), the rntrre ,shydrogened for 5.5 h at 80° C. The palladium was removed by hot filtration through a pad of silica. After removal of the solvent, N-(6-aminobenzothiazol-2-yl)nicotinamide (0145 g, 1.67 mmol, 100%) was obtained as a brownish solid. LC/ESI-MS: m/z=271 [M+H]+; m/z=269 [M−H]−; Rt=1.67 min.

Workup

  1. temperatureby warming
  2. customThe palladium was removed by hot filtration through a pad of silica
  3. customAfter removal of the solvent

Sources & evidence

ORD record
ord-bdcdd7185c3c442b8b302a9b51cddf4e
Source dataset
uspto-grants-2009_08
Patent number
US07576090B2

Reaction notes

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