Nitric Acid → 5-Methyl-2-n-propyl-4-imidazolecarboxaldehyde

Reaction equation

[CH3:1][C:2]1[NH:6][C:5]([CH2:7][CH2:8][CH3:9])=[N:4][C:3]=1[CH2:10][OH:11].[N+]([O-])(O)=O>>[CH3:1][C:2]1[NH:6][C:5]([CH2:7][CH2:8][CH3:9])=[N:4][C:3]=1[CH:10]=[O:11]

Participants

Reactant 2

HCID 944Nitric Acid

HCID 12493277HCID 12493277, compound

Product 1

HCID 124932825-Methyl-2-n-propyl-4-imidazolecarboxaldehyde

Procedure

An 80 gm. portion of 5-methyl-2-n-propyl-4-imidazolemethanol is oxidized with 67.3 ml. of concentrated HNO3. A second portion of 101.4 gm. of the above compound is oxidized with 77 ml. of the acid. The reaction mixtures are combined, neutralized and worked up as in Example 25, giving the desired product, m.p. 126°-129° C.

Workup

customThe reaction mixtures

Sources & evidence

ORD record: ord-38157090c5734446901bbf64abb3f618
Source dataset: uspto-grants-1979_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04168964

Reaction notes

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