Ammonia → HCID 58975074, compound

HRID 736967Notes

Reaction equation

HRID 736967 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-f83739649cf74dc0a23cf2a20405b59e
Source dataset
uspto-grants-2009_09
Patent number
US07595339B2

Reaction notes

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