P-Chloroacetophenone → N-[1-(4-Chloro-phenyl)ethylidene]-N'-(2-methyl-6-phenyl-pyrimidin-4-yl)-hydrazine

HRID 2063617Notes

Reaction equation

HRID 2063617 reaction equation
[NH:1]([C:3]1[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:6]=[C:5]([CH3:15])[N:4]=1)[NH2:2].[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([C:23](=O)[CH3:24])=[CH:19][CH:18]=1>C(O)C>[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([C:23](=[N:2][NH:1][C:3]2[CH:8]=[C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[N:6]=[C:5]([CH3:15])[N:4]=2)[CH3:24])=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 7467P-ChloroacetophenoneHCID 8246274-Hydrazinyl-2-methyl-6-phenylpyrimidine

Product 1

HCID 73320073N-[1-(4-Chloro-phenyl)ethylidene]-N'-(2-methyl-6-phenyl-pyrimidin-4-yl)-hydrazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound was prepared from 4-hydrazino-2-methyl-6-phenylpyrimidine (300 mg, 1.5 mmol) and 1-(4-Chloro-phenyl)-ethanone (136 μL, 1.05 mmol) in 8.0 mL of ethanol by a procedure similar to example 1, step 4 yielding 190 mg (38%) of an off-white solid. HPLC Purity: 98%.

Sources & evidence

ORD record
ord-c4452f54b6634401ab1e7eb9b7cb1496
Source dataset
uspto-grants-2012_10
Patent number
US08288398B2

Reaction notes

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