HCID 13315132, compound → 6453-27-6

HRID 569039Notes

Reaction equation

HRID 569039 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12]1[CH:11]=[N:10][C:9](SC)=[CH:8][C:7]2=1)([O-])=O>CN1CCCC1=O.[Ni]>[NH2:1][C:4]1[CH:5]=[C:6]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12]1[CH:11]=[N:10][CH:9]=[CH:8][C:7]2=1

Participants

4

Reactant 1

HCID 13315132HCID 13315132, compound

Product 1

HCID 3172186453-27-6Yield 68.6%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

660 mg of 6-nitro-3-methylthio-β-carboline are hydrogenated in 50 ml of N-methylpyrrolidone with 3 g of Raney nickel at 50 bar of H2 pressure and 60° C. for 2 hours. After filtering, it is evaporated and the residue chromatographed on silica gel with methylene chloride/ethanol=10:2 as eluant. 320 mg of 6-amino-β-carboline as oil are obtained.

Workup

  1. filtrationAfter filtering
  2. customit is evaporated
  3. customthe residue chromatographed on silica gel with methylene chloride/ethanol=10:2 as eluant

Sources & evidence

ORD record
ord-5beb6bfc5d0d4fdf8829aadb4f58c767
Source dataset
uspto-grants-1988_03
Patent number
US04731358

Reaction notes

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