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

HRID 1613592Notes

Reaction equation

HRID 1613592 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-09d5221c8b71486399d5a6dc8d18ff22
Source dataset
uspto-grants-1993_03
Patent number
US05194439

Reaction notes

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