Hydrochloric Acid → HCID 178498304, compound

HRID 440763Notes

Reaction equation

HRID 440763 reaction equation
Cl.[OH:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][N:4]=1.[CH3:12]O>>[CH3:12][O:8][C:7](=[O:9])[C:6]1[CH:10]=[CH:11][C:3]([OH:2])=[N:4][CH:5]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 178418479HCID 178418479, compound

Product 1

HCID 178498304HCID 178498304, compound

Procedure

To 500 ml of methyl alcohol, cooled to 0°-5° C. is added HCl gas over 30 minutes. The solution is allowed to reach room temperature and 50 g of 6-hydroxynicotinic acid added. The reaction mixture is stirred at reflux for 2 days. The methyl alcohol is removed in vacuo and the residue suspended in 200 ml of water and poured into 300 ml of saturated aqueous NaHCO3. The insoluble crystals are collected by filtration, washed with 500 ml of water and dried under vacuum at 60° C. to give 53.9 g of the desired product

Workup

  1. customto reach room temperature
  2. temperatureat reflux for 2 days
  3. customThe methyl alcohol is removed in vacuo
  4. additionpoured into 300 ml of saturated aqueous NaHCO3
  5. filtrationThe insoluble crystals are collected by filtration
  6. washwashed with 500 ml of water
  7. customdried under vacuum at 60° C.

Sources & evidence

ORD record
ord-a127195872ef48ddb0cda600332adf9e
Source dataset
uspto-grants-1996_05
Patent number
US05521173

Reaction notes

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