1-Hexanol → 3-(4-(Hexyloxy)-1,2,5-thiadiazol-3-yl)pyridine

HRID 965031Notes

Reaction equation

HRID 965031 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:20])[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]>>[CH2:14]([O:20][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)[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Participants

4

Reactant 3

HCID 81031-HexanolHCID 5360545SodiumHCID 104881643-Chloro-4-(pyridin-3-yl)-1,2,5-thiadiazole

Product 1

HCID 151801353-(4-(Hexyloxy)-1,2,5-thiadiazol-3-yl)pyridine

Conditions

Temperature
50 °C

Procedure

To a solution of sodium (230 mg, 10 mmol) in 1-hexanol (15 ml) was added 3-(3-chloro-1,2,5-thiadiazol-4-yl)pyridine (490 mg, 2.5 mmol). The mixture was stirred at 50° C. for 2 h and evaporated. The residue was dissolved in water and extracted with ether. The combined organic phases were dried and evaporated to give the wanted compound.

Workup

  1. customevaporated
  2. dissolutionThe residue was dissolved in water
  3. extractionextracted with ether
  4. customThe combined organic phases were dried
  5. customevaporated
  6. customto give the wanted compound

Sources & evidence

ORD record
ord-41641b59a67a4812ad7f7805f39f0f4a
Source dataset
uspto-grants-1998_06
Patent number
US05773452

Reaction notes

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