Ammonia → 4-Amino-2,3,3a,9b-tetrahydro-1H-cyclopenta[c]quinoline

HRID 1936979Notes

Reaction equation

HRID 1936979 reaction equation
[CH2:1]1[CH:13]2[CH:4]([C:5](=S)[NH:6][C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=32)[CH2:3][CH2:2]1.[NH3:15]>>[NH2:15][C:5]1[CH:4]2[CH2:3][CH2:2][CH2:1][CH:13]2[C:12]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[N:6]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 10878248HCID 10878248, compound

Product 1

HCID 102197284-Amino-2,3,3a,9b-tetrahydro-1H-cyclopenta[c]quinoline

Procedure

1,2,3,3a,5,9b-Hexahydrocyclopenta[c]quinoline-4-thione (110 mg, 0.54 mmol) is stirred in 7 M methanolic ammonia solution (50 ml) for 15 hours at room temperature. The batch is concentrated by evaporation in a vacuum. The residue is purified by column chromatography on silica gel with dichloromethane-methanol-concentrated NH4OH as an eluant.

Workup

  1. concentrationThe batch is concentrated by evaporation in a vacuum
  2. customThe residue is purified by column chromatography on silica gel with dichloromethane-methanol-concentrated NH4OH as an eluant

Sources & evidence

ORD record
ord-0ca4a4599e684b81a21fe3bda15abc81
Source dataset
uspto-grants-2002_05
Patent number
US06391887B1

Reaction notes

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