Benzoyl chloride → HCID 54293881, compound

HRID 1085940Notes

Reaction equation

HRID 1085940 reaction equation
[CH3:1][NH:2][N:3]=[C:4]([C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1)[CH3:5].[C:12](Cl)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>N1C=CC=CC=1>[CH3:1][N:2]([C:12](=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[N:3]=[C:4]([C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1)[CH3:5]

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 73655036HCID 73655036, compound

Product 1

HCID 54293881HCID 54293881, compoundYield 42.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To 100 ml of pyridine is added successively, under dry nitrogen, 8.83 gm (0.0592 mole) of 1-methyl-2-[1-(4-pyridinyl)ethylidene]hydrazine and 6.87 gm (0.0592 mole) of benzoyl chloride. Upon addition of the acid chloride the color changes from clear orange to a clear, deep rose color which changes to an orange solid within about 5 minutes. The reaction mixture is stirred at room temperature overnight, the pyridine removed via a Buchi evaporator at 70° C. and the cooled residue slurried with water to yield 6.32 gm (42%) of the title compound having a melting point of 128.3° C.

Workup

  1. customthe pyridine removed via a Buchi evaporator at 70° C.

Sources & evidence

ORD record
ord-ee2c43dd100f48b3aa52fa33466ff6ed
Source dataset
uspto-grants-1991_04
Patent number
US05011932

Reaction notes

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