Ammonia → HCID 58975074, compound

HRID 1178904Notes

Reaction equation

HRID 1178904 reaction equation
Cl.[NH:2]([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1)[NH2:3].[C:10]1([CH2:16][CH:17]=O)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.N.[OH-].[Na+]>>[C:10]1([CH2:16]/[CH:17]=[N:3]\[NH:2][C:4]2[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 4

HCID 222AmmoniaHCID 998PhenylacetaldehydeHCID 14798Sodium HydroxideHCID 223202584-Hydrazinylpyridine hydrochloride

Product 1

HCID 58975074HCID 58975074, compound

Procedure

React 4-hydrazinopyridine HCl with phenylacetaldehyde under literature conditions (J Chem Soc, 1959, pg 3830). Instead of NH3, neutralize with 1N NaOH and extract with CHCl3. Dry organics over MgSO4 and concentrate on rotovap to give N-[2-Phenyl-eth-(Z)-ylidene]-N′-pyridin-4-yl-hydrazine (7.3 g, approx quantitative) as a crude thick oil that can be used without further purification. Mass Spectrum (m/e): 212.02 (MH+).

Workup

  1. extractionextract with CHCl3
  2. concentrationDry organics over MgSO4 and concentrate on rotovap

Sources & evidence

ORD record
ord-c9afd195bad3456797c462b10a81b736
Source dataset
uspto-grants-2007_10
Patent number
US07276516B2

Reaction notes

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