Ethanol → HCID 178469421, compound

HRID 892224Notes

Reaction equation

HRID 892224 reaction equation
[OH:1][C:2]1[N:10]=[CH:9][C:8]([S:11]([OH:14])(=[O:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:15](O)[CH3:16]>>[OH:1][C:2]1[N:10]=[CH:9][C:8]([S:11]([OH:14])(=[O:13])=[O:12])=[CH:7][C:3]=1[C:4]([O:6][CH2:15][CH3:16])=[O:5]

Participants

3

Reactant 2

HCID 702EthanolHCID 178524662HCID 178524662, compound

Product 1

HCID 178469421HCID 178469421, compound

Conditions

Temperature
80 °C

Procedure

2-Hydroxy-5-sulfonicotinic acid (500 g, 2.28 mol) was dissolved in ethanol (2.5 L) with stirring and heated to 80° C. After 30 mins 0.5 L of solvent was distilled off, then replaced with fresh ethanol (0.5 L) and taken back to 80° C. After a further 60 mins 1.0 L of solvent was distilled off, then replaced with fresh ethanol (1.0 L) and taken back to 80° C. After a further 60 mins 1.0 L of solvent was distilled off, the reaction cooled to 22° C. and stirred for 16 hr.

Workup

  1. distillationAfter 30 mins 0.5 L of solvent was distilled off
  2. customtaken back to 80° C
  3. distillationAfter a further 60 mins 1.0 L of solvent was distilled off
  4. customtaken back to 80° C
  5. distillationAfter a further 60 mins 1.0 L of solvent was distilled off
  6. temperaturethe reaction cooled to 22° C.
  7. stirringstirred for 16 hr

Sources & evidence

ORD record
ord-eb4e053917154160906355e50fd2e004
Source dataset
uspto-grants-2006_02
Patent number
US07005520B2

Reaction notes

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