Nitric Acid → 2-Methyl-5-nitroimidazole

HRID 1707101Notes

Reaction equation

HRID 1707101 reaction equation
[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][N:6]=1.[N+:7]([O-])([OH:9])=[O:8].S(=O)(=O)(O)O>>[CH3:1][C:2]1[NH:3][C:4]([N+:7]([O-:9])=[O:8])=[CH:5][N:6]=1

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 127492-Methylimidazole2×

Product 1

HCID 127602-Methyl-5-nitroimidazole

Procedure

A method for the safe nitration of 2-methylimidazole with high output comprising nitrating the 2-methylimidazole with nitric acid and sulfuric acid as nitrating agents to produce 2-methyl-5-nitroimidazole, and controlling the reaction by adding as an inhibitor the reaction product itself or an excess of the concentrated nitric acid. The reaction can be carried out in stages with a reduced temperature in the first stage and an increased temperature in a subsequent stage.

Sources & evidence

ORD record
ord-372ee17a29fc45cfa2c559d7ef19112a
Source dataset
uspto-grants-1980_06
Patent number
US04209631

Reaction notes

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