1,4-Dioxane hydrochloride → HCID 86630964, compound

HRID 1009060Notes

Reaction equation

HRID 1009060 reaction equation
C(OC(=O)[NH:7][C:8]1[S:9][C:10]([S:16][CH3:17])=[C:11]([CH2:13][O:14][CH3:15])[N:12]=1)(C)(C)C.Cl.O1CCOCC1>>[CH3:15][O:14][CH2:13][C:11]1[N:12]=[C:8]([NH2:7])[S:9][C:10]=1[S:16][CH3:17]

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 86630963HCID 86630963, compound

Product 1

HCID 86630964HCID 86630964, compound

Conditions

Temperature
50 °C

Procedure

(4-Methoxymethyl-5-methylsulfanyl-thiazol-2-yl)-carbamic acid tert-butyl ester (380 mg, 1.3 mmol) was dissolved in 4 M HCl/1,4-dioxane (7.2 mL, 28.8 mmol) and stirred at 50° C. for 4 hours. The reaction was concentrated under reduced pressure and the residue was dissolved in ethyl acetate and extracted with a half saturated sodium hydrogen carbonate solution. The organic layer was dried over magnesium sulfate, filtered and concentrated under reduced pressure to give the title compound as a yellow solid. (238 mg, 86%)

Workup

  1. concentrationThe reaction was concentrated under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. extractionextracted with a half saturated sodium hydrogen carbonate solution
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-356dc96916564d568de4bcf4bda5c630
Source dataset
uspto-grants-2011_07
Patent number
US07973051B2

Reaction notes

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