Nitric Acid → Ethyl 1-methyl-4-nitroimidazole-2-carboxylate

HRID 1841692Notes

Reaction equation

HRID 1841692 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[CH:3]1.[CH2:7]([O:9][C:10](Cl)=[O:11])[CH3:8].[N+:13]([O-])([OH:15])=[O:14]>C(N(CC)CC)C>[CH3:1][N:2]1[CH:6]=[C:5]([N+:13]([O-:15])=[O:14])[N:4]=[C:3]1[C:10]([O:9][CH2:7][CH3:8])=[O:11]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 13901-MethylimidazoleHCID 10928Ethyl chloroformate

Product 1

HCID 2758876Ethyl 1-methyl-4-nitroimidazole-2-carboxylate

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Ethyl 1-methyl-4-nitroimidazole-2-carboxylate (10) was prepared by treatment of N-methylimidazole (16) with ethylchloroformate and triethylamine followed by nitration with nitric acid.

Sources & evidence

ORD record
ord-1c94e8408ad542ff8d7365590dba5084
Source dataset
uspto-grants-2004_01
Patent number
US06683189B1

Reaction notes

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