HCID 20183590, compound → HCID 20183596, compound

HRID 1789434Notes

Reaction equation

HRID 1789434 reaction equation
[CH2:1]([NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=[CH:10][C:9]=1[N+:18]([O-])=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]>C1(C)C=CC=CC=1.[Pt]>[NH2:18][C:9]1[CH:10]=[N:11][C:12]2[C:17]([C:8]=1[NH:7][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])=[CH:16][CH:15]=[CH:14][CH:13]=2

Participants

4

Reactant 1

HCID 20183590HCID 20183590, compound

Product 1

HCID 20183596HCID 20183596, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 1140TolueneSolvent

Procedure

To a solution of 22.5 g (0.0823 mole) of 4-(n-hexyl)amino-3-nitroquinoline in 300 ml of toluene was added about 1.0 g of 5% platinum on charcoal and the mixture was hydrogenated on a Paar apparatus for 1.5 hours. Filtration followed by evaporation in vacuo provided a residue of 3-amino-4-(n-hexyl)aminoquinoline as an orange solid. Thin layer chromatographic analysis of the product on silica gel, eluting with methanol, showed one spot at Rf =0.73 and a trace at Rf=0.35.

Workup

  1. filtrationFiltration
  2. customfollowed by evaporation in vacuo

Sources & evidence

ORD record
ord-b76c5bba7f784ca49f6ef483068d4e3f
Source dataset
uspto-grants-1987_08
Patent number
US04689338

Reaction notes

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