Ethanol → HCID 178470113, compound

HRID 599487Notes

Reaction equation

HRID 599487 reaction equation
[SH:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([OH:9])=[O:8])[N:6]=1.OS(O)(=O)=O.[CH2:15](O)[CH3:16]>>[SH:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([O:9][CH2:15][CH3:16])=[O:8])[N:6]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 178524840HCID 178524840, compound

Product 1

HCID 178470113HCID 178470113, compound

Procedure

To 2-mercaptothiazole-4-carboxylic acid (Ex. 19b, 4.2 g) in 50 mL ethyl alcohol was added 2 mL conc. H2SO4. The mixture was heated to reflux for 8 h and cooled. The solvent was removed under reduced pressure and the residue was poured onto 50 mL ice water. The solid was collected, washed with water and dried under vacuum. The crude product was recrystallized from 8 mL ethyl alcohol to afford ethyl 2-mercaptothiazole-4-carboxylate (2.3 g) as a yellow solid.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 8 h
  3. temperaturecooled
  4. customThe solvent was removed under reduced pressure
  5. additionthe residue was poured onto 50 mL ice water
  6. customThe solid was collected
  7. washwashed with water
  8. customdried under vacuum
  9. customThe crude product was recrystallized from 8 mL ethyl alcohol

Sources & evidence

ORD record
ord-fb23ee1e14b8406a83273c164f96a2e1
Source dataset
uspto-grants-2011_03
Patent number
US07897776B2

Reaction notes

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