Ethanol → HCID 178470249, compound

HRID 1655580Notes

Reaction equation

HRID 1655580 reaction equation
[OH:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[N:6][CH:5]=[C:4]([CH3:11])[N:3]=1.[CH2:12](O)[CH3:13]>>[OH:1][C:2]1[C:7]([C:8]([O:10][CH2:12][CH3:13])=[O:9])=[N:6][CH:5]=[C:4]([CH3:11])[N:3]=1

Participants

3

Reactant 2

HCID 702EthanolHCID 178430592HCID 178430592, compound

Product 1

HCID 178470249HCID 178470249, compound

Procedure

2-Hydroxy-6-methylpyrazine-3-carboxylic acid (32.5 g), prepared as described in J. Chem. Soc. 1955, 1379, was suspended in 500 mL of ethanol. The solution was cooled in an ice bath and hydrogen chloride gas was bubbled into the solution for 15 minutes. The mixture was stirred overnight at ambient temperature and then refluxed for 2 hours. The ethanol was removed under reduced pressure and the residue obtained crystallized from ethanol/ether to give 21.48 g of the title compound. m.p. 153° C.

Workup

  1. temperatureThe solution was cooled in an ice bath
  2. customhydrogen chloride gas was bubbled into the solution for 15 minutes
  3. temperaturerefluxed for 2 hours
  4. customThe ethanol was removed under reduced pressure
  5. customthe residue obtained
  6. customcrystallized from ethanol/ether

Sources & evidence

ORD record
ord-c08175c1f85b426e871ecd265574bcbc
Source dataset
uspto-grants-1993_10
Patent number
US05250548

Reaction notes

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