3-Acetylpyridine → HCID 44554133, compound

HRID 1661540Notes

Reaction equation

HRID 1661540 reaction equation
[ClH:1].[Br:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH2:10])=[CH:5][CH:4]=1.[C:11]([C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)(=O)[CH3:12]>C(O)C>[ClH:1].[Br:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9]/[N:10]=[C:11](\[C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)/[CH3:12])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 95893-AcetylpyridineHCID 121574-Bromophenylhydrazine hydrochloride

Product 1

HCID 44554133HCID 44554133, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 4-bromophenylhydrazine hydrochloride (11.5 g, 50 mmol) in anhydrous ethanol (200 mL) is added 3-acetylpyridine (6.1 g, 50 mmol). The mixture is heated to 90° C. and stirred for 3 h, cooled to room temperature and filtered through a sintered glass funnel. The solid is washed with ethanol and placed under high vacuum overnight to give N-(4-bromo-phenyl)-N′-[1-pyridin-3-yl-eth-(Z)-ylidene]-hydrazine hydrochloride as a yellow solid.

Workup

  1. temperaturecooled to room temperature
  2. filtrationfiltered through a sintered glass funnel
  3. washThe solid is washed with ethanol
  4. customplaced under high vacuum overnight

Sources & evidence

ORD record
ord-2f1b2049363849f7a23ca9085ff8bb19
Source dataset
uspto-grants-2011_10
Patent number
US08030334B2

Reaction notes

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