Nitric Acid → HCID 178494683, compound

HRID 1863374Notes

Reaction equation

HRID 1863374 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[NH:5][CH:6]=[C:7]([CH2:9][OH:10])[N:8]=1.[N+]([O-])(O)=O.C([O-])([O-])=O.[Na+].[Na+]>>[CH3:1][O:2][CH2:3][C:4]1[NH:5][CH:6]=[C:7]([CH:9]=[O:10])[N:8]=1

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 10340Sodium CarbonateHCID 178494684HCID 178494684, compound

Product 1

HCID 178494683HCID 178494683, compound

Procedure

A 145.9 gm. portion of 2-methoxymethyl-4-imidazolemethanol and 137 ml. of concentrated HNO3 are reacted as described in Example 15. After adjusting the pH to 7.0 with concentrated aqueous Na2CO3, the solution is concentrated under vacuum. Extraction of the residue three times with hot ethanol gives, after combining and concentrating the extracts, a yellow gum. This gum is chromatographed on silica gel. Fractions 7-15 are combined and recrystallized from 120 ml. of isopropanol, treated with charcoal and the desired product is recovered, m.p. 100°-103° C.

Workup

  1. concentrationthe solution is concentrated under vacuum
  2. extractionExtraction of the residue three times with hot ethanol
  3. customgives
  4. concentrationconcentrating the extracts
  5. customThis gum is chromatographed on silica gel
  6. customrecrystallized from 120 ml
  7. additionof isopropanol, treated with charcoal
  8. customthe desired product is recovered

Sources & evidence

ORD record
ord-ae303e0efb4e4acab044aa4e7f49ae9b
Source dataset
uspto-grants-1979_09
Patent number
US04168964

Reaction notes

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