Ammonia → 1-(2-methoxyphenyl)-4(1H)-pyridineimine

HRID 47065Notes

Reaction equation

HRID 47065 reaction equation
[NH3:1].[CH3:2][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N+:10]1[CH:15]=[CH:14][C:13](OC)=[CH:12][CH:11]=1>CO>[CH3:2][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH:15]=[CH:14][C:13](=[NH:1])[CH:12]=[CH:11]1

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 203850421-(2-Methoxyphenyl)-4-methoxypyridinium

Product 1

HCID 867367101-(2-methoxyphenyl)-4(1H)-pyridineimineYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ammonia gas was passed into an ice-cooled solution of 3.27 g (10 millimoles) of 1-(2-methoxyphenyl)-4-methoxypyridinium methosulfate in 15 ml of methanol units 2 g of ammonia had been adsorbed. After standing at 25° for 72 hours, the reaction mixture was concentrated, the residue was triturated with cold ethanol and the product was filtered off: 3.01 g (96% yield) of 1-(2-methoxyphenyl)-4(1H)-pyridineimine methosulfate (M.P.=121°-124°) were obtained.

Workup

  1. concentrationthe reaction mixture was concentrated
  2. customthe residue was triturated with cold ethanol
  3. filtrationthe product was filtered off

Sources & evidence

ORD record
ord-74053084e2e646218720ba6e63962020
Source dataset
uspto-grants-1979_11
Patent number
US04176187

Reaction notes

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