2-Methylimidazole → HCID 54455876, compound

HRID 2300666Notes

Reaction equation

HRID 2300666 reaction equation
[H-].[Na+].Cl[C:4]1[O:5][C:6]([C:16](=[O:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[N:8]=1.[CH3:23][C:24]1[NH:25][CH:26]=[CH:27][N:28]=1>CN(C)C=O>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([C:7]2[N:8]=[C:4]([N:25]3[CH:26]=[CH:27][N:28]=[C:24]3[CH3:23])[O:5][C:6]=2[C:16](=[O:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 127492-MethylimidazoleHCID 24758Sodium hydrideHCID 21088751HCID 21088751, compound

Product 1

HCID 54455876HCID 54455876, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Sodium hydride(oil, 60%, 710 mg) was gradually added to a mixture of ethyl 2-(2-chloro-4-[4-chlorophenyl)-5-oxazolyl]-2-oxoacetate(4.63 g), 2-methylimidazole(1.45 g) and N,N-dimethylformamide(50 ml) at 0° C. After stirring for 1 hour at room temperature, the reaction mixture was poured into ice water to give ethyl 2-[4-(4-chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-oxazolyl]-2-oxoacetate(3.12 g, 59%). This was recrystallized from ethyl acetate-hexane to give colorless prisms. mp 126-127° C.

Sources & evidence

ORD record
ord-db4f82bd7609422cbadb814bd11542f3
Source dataset
uspto-grants-2002_12
Patent number
US06498179B1

Reaction notes

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