N-(p-acetylphenyl)acetamide → N-(4-{1-[(2-Methyl-6-phenyl-pyrimidin-4-yl)-hydrazono]-ethyl}-phenyl)-acetamide

HRID 2063614Notes

Reaction equation

HRID 2063614 reaction equation
Cl.Cl.Cl.[NH:4]([C:6]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:9]=[C:8]([CH3:18])[N:7]=1)[NH2:5].[C:19]([C:22]1[CH:27]=[CH:26][C:25]([NH:28][C:29](=[O:31])[CH3:30])=[CH:24][CH:23]=1)(=O)[CH3:20]>C(O)C>[CH3:18][C:8]1[N:7]=[C:6]([NH:4][N:5]=[C:19]([C:22]2[CH:27]=[CH:26][C:25]([NH:28][C:29](=[O:31])[CH3:30])=[CH:24][CH:23]=2)[CH3:20])[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:9]=1

Participants

4

Reactant 2

HCID 75937N-(p-acetylphenyl)acetamideHCID 602096944-Hydrazino-2-methyl-6-phenylpyrimidine trihydrochloride

Product 1

HCID 73320071N-(4-{1-[(2-Methyl-6-phenyl-pyrimidin-4-yl)-hydrazono]-ethyl}-phenyl)-acetamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound was prepared from 4-hydrazino-2-methyl-6-phenylpyrimidine trihydrochloride (300 mg, 0.97 mmol) and N-(4-acetyl-phenyl)acetamide (515 mg, 2.91 mmol) in ethanol (10.0 mL) by a procedure similar to example 1, step 4 yielding 43 mg (12%) of a brown solid. HPLC Purity: 95%.

Sources & evidence

ORD record
ord-a1394acfc6204d2fabe3f8db814c4335
Source dataset
uspto-grants-2012_10
Patent number
US08288398B2

Reaction notes

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