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-119bffd7f1ac4d869fe4c2608d56b312
Source dataset: uspto-grants-1978_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04124766

Reaction notes

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