N-propylhydroxylamine hydrochloride → 4-chloro-5,6,7,8-tetrahydro-7-(N-hydroxy-1-propylamino)quinoline

HRID 1461288Notes

Reaction equation

HRID 1461288 reaction equation
[Cl:1][C:2]1[C:11]2[CH2:10][CH2:9][CH:8]=[CH:7][C:6]=2[N:5]=[CH:4][CH:3]=1.Cl.[CH2:13]([NH:16][OH:17])[CH2:14][CH3:15]>CO>[Cl:1][C:2]1[C:11]2[CH2:10][CH2:9][CH:8]([N:16]([CH2:13][CH2:14][CH3:15])[OH:17])[CH2:7][C:6]=2[N:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 12355438N-propylhydroxylamine hydrochlorideHCID 148359624-Chloro-5,6-dihydroquinoline

Product 1

HCID 148359634-chloro-5,6,7,8-tetrahydro-7-(N-hydroxy-1-propylamino)quinolineYield 85.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

This compound was prepared from the product of Step 4 (4.35 g, 26 mmol), 1-propylhydroxylamine hydrochloride (6 g, 54 mmol), and methanol (10 ml) by the method described in Example 10. The residue was recrystallised from cyclohexane to give the product (5.35 g).

Workup

  1. customThe residue was recrystallised from cyclohexane

Sources & evidence

ORD record
ord-a2e0869b06bc4a549f3295387a1260af
Source dataset
uspto-grants-1991_12
Patent number
US05075303

Reaction notes

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