Dimethyl Sulfate → 1,2-dimethyl-1H-imidazole-5-carboxylicacid

HRID 1607312Notes

Reaction equation

S(OC)(OC)(=O)=O.[CH3:8][N:9]1[C:13]([C:14]([O:16]C)=[O:15])=[CH:12][N:11]=[C:10]1[CH3:18]>>[CH3:8][N:9]1[C:13]([C:14]([OH:16])=[O:15])=[CH:12][N:11]=[C:10]1[CH3:18]

Participants

Reactant 2

HCID 6497Dimethyl Sulfate

HCID 14344426Methyl 1,2-dimethyl-1H-imidazole-5-carboxylate

Product 1

HCID 233618731,2-dimethyl-1H-imidazole-5-carboxylicacidYield 67%

Procedure

In the manner described in Example 1 126 g (1 mol) of 2-methylimidazole-4(5)-carboxylic acid was treated with dimethyl sulfate and the product was converted into its methyl ester for characterization. This gave 103.3 g of methyl 1,2-dimethylimidazole-5-carboxylate, m.p. 38°-40° C., an overall yield of 67%.

Sources & evidence

ORD record: ord-eed292a70e304ba7b0b778555e3424ad
Source dataset: uspto-grants-1989_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04864030

Reaction notes

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