Ammonium Chloride → 2-Ethyl-3,5-dimethylpyridine

HRID 1579302Notes

Reaction equation

HRID 1579302 reaction equation
[CH2:1]([CH:3]1[NH:8][CH:7]([CH2:9][CH3:10])[CH:6]([CH3:11])[CH:5]=N1)[CH3:2].[Cl-].[NH4+]>>[CH2:9]([C:7]1[C:6]([CH3:11])=[CH:5][C:1]([CH3:2])=[CH:3][N:8]=1)[CH3:10]

Participants

3

Reactant 2

HCID 25517Ammonium ChlorideHCID 21568279HCID 21568279, compound

Product 1

HCID 707522-Ethyl-3,5-dimethylpyridine

Procedure

A sample of 204.6g. of 2,4-diethyl-5-methyl-2,3,4,5-tetrahydropyrimidine and 0.8g. of ammonium chloride were heated over a 3/4 hr. period to reflux and refluxed for 5 hrs. Distillation yielded 125.1g of 2-ethyl-3,5-dimethylpyridine. b760 195°-205°C.; nuclear magnetic resonance spectrum, no solvent, δ in ppm, 8.17, m, 1H; 7.03 m, 1H; 2.08 s, 6H; 2.68 q, 2H; 1.23 t, 3H.

Workup

  1. temperatureperiod to reflux
  2. temperaturerefluxed for 5 hrs
  3. distillationDistillation

Sources & evidence

ORD record
ord-c645b0ba4b38486693674d5c76e11483
Source dataset
uspto-grants-1976_01
Patent number
US03931191

Reaction notes

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