Dichloromethane → 6-Ethylpyridin-2-amine

HRID 883846

Reaction equation

HRID 883846 reaction equation
CC1[N:3]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][CH3:15])[N:9]=2)C(C)=CC=1.Cl.NO.[OH-].[Na+].C(Cl)Cl>CCO.O>[CH2:14]([C:10]1[N:9]=[C:8]([NH2:3])[CH:13]=[CH:12][CH:11]=1)[CH3:15]

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 133983042-(2,5-Dimethyl-1H-pyrrol-1-yl)-6-ethylpyridine

Product 1

HCID 890216-Ethylpyridin-2-amine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

The product from Example 8a (4.93 g, 0.025 mol) was dissolved in a mixture of EtOH (80 mL) and water (30 mL). To this was added hydroxylamine hydrochloride (8.6 g, 0.123 mol) and the resulting mixture heated to 100° C. for 8 h. The reaction mixture was poured into dilute sodium hydroxide solution and the crude product isolated by extraction with CH2Cl2 and dried over MgSO4 filtered and concentrated under vacuum giving the title compound. The material was used as isolated.

Workup

  1. dry with materialdried over MgSO4
  2. filtrationfiltered
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-a50a5ac9b3a8470bab5d13c658678c33
Source dataset
uspto-grants-2012_08
Patent number
US08236950B2

Linked notes

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