Morpholine → 4-(1,3-Thiazol-2-yl)morpholine

HRID 1814472Notes

Reaction equation

HRID 1814472 reaction equation
Br[C:2]1[S:3][CH:4]=[CH:5][N:6]=1.[NH:7]1[CH2:12][CH2:11][O:10][CH2:9][CH2:8]1>>[N:7]1([C:2]2[S:3][CH:4]=[CH:5][N:6]=2)[CH2:12][CH2:11][O:10][CH2:9][CH2:8]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 764302-Bromothiazole

Product 1

HCID 154758374-(1,3-Thiazol-2-yl)morpholineYield 95%

Conditions

Temperature
100 °C

Procedure

2-Bromothiazole (4.592 g) was added to morpholine (24 ml), and the mixture was stirred at 100° C. for 4 hr. The reaction mixture was partitioned between ethyl acetate and water. The resulting organic layer was washed with water, dried (over MgSO4) and evaporated. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system), to give the title compound as a pale yellow oil (4.531 g, yield; 95%).

Workup

  1. customThe reaction mixture was partitioned between ethyl acetate and water
  2. washThe resulting organic layer was washed with water
  3. dry with materialdried (over MgSO4)
  4. customevaporated
  5. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system)

Sources & evidence

ORD record
ord-4d38aefdaef248bd846c7083ba195fa4
Source dataset
uspto-grants-2005_04
Patent number
US06875761B2

Reaction notes

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