Hydrochloric Acid → HCID 12615451, compound

HRID 1578315Notes

Reaction equation

HRID 1578315 reaction equation
[CH2:1]([C:3]1[N:4]=[CH:5][NH:6][C:7]=1[C:8](O)=[O:9])[CH3:2].C(=O)(O)[O-].[Na+].C=O.[ClH:18]>O.O1CCOCC1.C(O)C>[ClH:18].[CH2:1]([C:3]1[N:4]=[CH:5][NH:6][C:7]=1[CH2:8][OH:9])[CH3:2]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 516892Sodium BicarbonateHCID 178437747HCID 178437747, compound

Product 1

HCID 12615451HCID 12615451, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 1.4 g (0.01 mol) of 4-ethylimidazole-5-carboxylic acid dissolved in a mixed solvent of 10 ml of water and 5 ml of 1,4-dioxane are successively added 2.52 g (0.03 mol) of sodium bicarbonate and 2 g of paraformaldehyde. The mixture is heated at 60°-70° C. for 4 hours. After completion of the reaction, the reaction mixture is concentrated to dryness, and the residue is extracted with acetone. The acetone extract is concentrated to give a viscous oil. The viscous oil is dissolved in ethanol, and dry HCl gas is passed to yield 4-ethyl-5-hydroxymethylimidazole hydrochloride as a crystal, m.p.138°-142° C.

Workup

  1. temperatureThe mixture is heated at 60°-70° C. for 4 hours
  2. customAfter completion of the reaction
  3. concentrationthe reaction mixture is concentrated to dryness
  4. extractionthe residue is extracted with acetone
  5. extractionThe acetone extract
  6. concentrationis concentrated
  7. customto give a viscous oil

Sources & evidence

ORD record
ord-cc8d4f7f711e486c9e73300945051534
Source dataset
uspto-grants-1981_09
Patent number
US04292431

Reaction notes

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