Hydrochloric Acid → HCID 67429555, compound

HRID 902773Notes

Reaction equation

HRID 902773 reaction equation
Cl.[Cl:2][CH2:3][C:4]1[S:5][CH:6]=[C:7]([C:9]([O:11]C)=[O:10])[N:8]=1>O1CCOCC1.O>[Cl:2][CH2:3][C:4]1[S:5][CH:6]=[C:7]([C:9]([OH:11])=[O:10])[N:8]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 25067319Methyl 2-(chloromethyl)-1,3-thiazole-4-carboxylate

Product 1

HCID 67429555HCID 67429555, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

An aqueous solution of HCl (36%, 68 mL) was added to a solution of methyl 2-(chloromethyl)-1,3-thiazole-4-carboxylate (34 g, 177 mmol) in dioxane (680 mL), water (65 mL) and refluxed overnight. The dioxane was then removed in vacuo and the product was extracted from the aqueous layer with MTBE (4×473 mL), dried over MgSO4 and evaporated to give the title compound (28.3 g, 97%).

Workup

  1. temperaturerefluxed overnight
  2. customThe dioxane was then removed in vacuo
  3. extractionthe product was extracted from the aqueous layer with MTBE (4×473 mL)
  4. dry with materialdried over MgSO4
  5. customevaporated

Sources & evidence

ORD record
ord-439e90f6e05e4372815cba3316774687
Source dataset
uspto-grants-2008_04
Patent number
US07365225B2

Reaction notes

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