Pyridine → 5,6-dihydro-2-(2-phenylethyl)-4H-imidazo[4,5,1-ij]quinolin-6-amine

HRID 341835Notes

Reaction equation

HRID 341835 reaction equation
[C:1]1([CH2:7][CH2:8][C:9]2[N:19]3[C:20]4[C:15]([C:16](=O)[CH2:17][CH2:18]3)=[CH:14][CH:13]=[CH:12][C:11]=4[N:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.NO.[N:25]1C=CC=CC=1>C(O)C>[C:1]1([CH2:7][CH2:8][C:9]2[N:19]3[C:20]4[C:15]([CH:16]([NH2:25])[CH2:17][CH2:18]3)=[CH:14][CH:13]=[CH:12][C:11]=4[N:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 158384624,5-dihydro-2-(2-phenylethyl)-6H-imidazo[4,5,1-ij]-quinolin-6-one

Product 1

HCID 158384675,6-dihydro-2-(2-phenylethyl)-4H-imidazo[4,5,1-ij]quinolin-6-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A portion (16 g) of 4,5-dihydro-2-(2-phenylethyl)-6H-imidazo[4,5,1-ij]quinolin-6-one obtained in Example 1 was suspended in ethanol (160 mL) and hydroxylamine hydrochloride (8.06 g) and pyridine (14.1 mL) were added; following stirring for 17 hrs at room temperature, the precipitating crystals were collected by filtration and washed successively with ethanol and ether to yield the titled compound as colorless crystals (12.0 g).

Workup

  1. filtrationthe precipitating crystals were collected by filtration
  2. washwashed successively with ethanol and ether

Sources & evidence

ORD record
ord-e6d91cb415d34892ab3fe755cc4b55d4
Source dataset
uspto-grants-1999_01
Patent number
US05856334

Reaction notes

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