Ethanol → Pyridine, 3-(4-ethoxy-1,2,5-thiadiazol-3-yl)- (9CI)

HRID 1600209Notes

Reaction equation

HRID 1600209 reaction equation
[Na].Cl[C:3]1[C:7]([C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)=[N:6][S:5][N:4]=1.[CH2:14]([OH:16])[CH3:15]>>[CH2:14]([O:16][C:3]1[C:7]([C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)=[N:6][S:5][N:4]=1)[CH3:15]

Participants

4

Reactant 3

HCID 702EthanolHCID 5360545SodiumHCID 104881643-Chloro-4-(pyridin-3-yl)-1,2,5-thiadiazole

Product 1

HCID 15180131Pyridine, 3-(4-ethoxy-1,2,5-thiadiazol-3-yl)- (9CI)Yield 76%

Conditions

Temperature
40 °C

Procedure

To a solution of sodium (440 mg, 17 mmol) in ethanol (10 ml) was added 3-(3-chloro-1,2,5-thiadiazol-4-yl)pyridine (540 mg, 3.3 mmol). The mixturewas stirred at 40° C. for 10 h and evaporated. The residue was dissolved in water and extracted with methylene chloride. The combined organic phases were dried and evaporated to yield 520 mg (76%) of the title compound.

Workup

  1. customevaporated
  2. dissolutionThe residue was dissolved in water
  3. extractionextracted with methylene chloride
  4. customThe combined organic phases were dried
  5. customevaporated

Sources & evidence

ORD record
ord-87319d9a0a954751b034794fd5b0caca
Source dataset
uspto-grants-1998_04
Patent number
US05744489

Reaction notes

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