p-Chlorothiophenol → 1-[(4-Chlorophenyl)thio]-1-[(phenyl)hydrazono]-2-propanone

HRID 1720244Notes

Reaction equation

HRID 1720244 reaction equation
Cl[C:2](=[N:6][NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:3](=[O:5])[CH3:4].[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([SH:21])=[CH:17][CH:16]=1.C(N(CC)CC)C>C(O)C>[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([S:21][C:2](=[N:6][NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:3](=[O:5])[CH3:4])=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 7815p-ChlorothiophenolHCID 8471TriethylamineHCID 27715222-oxo-N-phenylpropanehydrazonoyl chloride

Product 1

HCID 542235111-[(4-Chlorophenyl)thio]-1-[(phenyl)hydrazono]-2-propanoneYield 23.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The reaction of 951 mg (4.85 mmol) of 1-chloro-1-[(phenyl) hydrazono]-2-propanone with 864 mg of 4-chlorothiophenol and 840 ul of triethylamine in 15 ml of ethanol as Example 11 yielded 347 mg of 1-[(4-chlorophenyl)thio]-1-[(phenyl)hydrazono]-2-propanone, mp 111°-113° C.

Sources & evidence

ORD record
ord-8153a6f0c58842128be8f6c71b6fd2e8
Source dataset
uspto-grants-1996_04
Patent number
US05506228

Reaction notes

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