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

HRID 1600223Notes

Reaction equation

HRID 1600223 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 mixturewas 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-a3892786d5b14b81ab499849783e65de
Source dataset
uspto-grants-1998_04
Patent number
US05744489

Reaction notes

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