Pyridine → N'-ethylidene-N-(4-methoxyphenyl)benzohydrazide

HRID 1417415Notes

Reaction equation

HRID 1417415 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][N:10]=[CH:11][CH3:12])=[CH:5][CH:4]=1.[C:13](Cl)(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.N1C=CC=CC=1>C(OCC)C>[C:13]([N:9]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[N:10]=[CH:11][CH3:12])(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 67504694Acetaldehyde 4-methoxyphenylhydrazone

Product 1

HCID 53858447N'-ethylidene-N-(4-methoxyphenyl)benzohydrazide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

Combine N-(4-methoxyphenyl)-N'-ethylidene hydrazine (6.0 g, 43 mmol), benzoyl chloride (5.2 mL. 44 mmol), pyridine (3.7 mL, 46 mmol), and diethyl ether (25 mL). After 24 hours, add diethyl ether (100 mL), remove the solid by filtration and dry in vacuo to give N-benzoyl-N-(4-methoxyphenyl)-N'-ethylidene hydrazine as a solid.

Workup

  1. customremove the solid
  2. filtrationby filtration
  3. customdry in vacuo

Sources & evidence

ORD record
ord-84cb141d59db4b15901734992a6ecfab
Source dataset
uspto-grants-1999_03
Patent number
US05877202

Reaction notes

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