Water → 3-(3-(4-Pentenyloxy)-1,2,5-thiadiazol-4-yl)pyridine

HRID 727312Notes

Reaction equation

HRID 727312 reaction equation
[CH2:1]([OH:6])[CH2:2][CH2:3][CH:4]=[CH2:5].[H-].[Na+].Cl[C:10]1[C:11]([C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[N:12][S:13][N:14]=1.O>O1CCCC1>[CH2:1]([O:6][C:10]1[C:11]([C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[N:12][S:13][N:14]=1)[CH2:2][CH2:3][CH:4]=[CH2:5]

Participants

6

Reactant 4

HCID 962WaterHCID 131814-Penten-1-OLHCID 24758Sodium hydrideHCID 104881643-Chloro-4-(pyridin-3-yl)-1,2,5-thiadiazole

Product 1

HCID 190753593-(3-(4-Pentenyloxy)-1,2,5-thiadiazol-4-yl)pyridine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 4-penten-1-ol (640 mg, 7.5 mmol) and sodium hydride (260 mg, 7.5 mmol) in dry tetrahydrofuran was added a solution of 3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine (490 mg, 2.5 mmol) in dry tetrahydrofuran. The reaction mixture was stirred at room temperature for 1 h. Water was added and the mixture was extracted with ether. The ether phase was dried and evaporated to give the title compound.

Workup

  1. extractionthe mixture was extracted with ether
  2. dry with materialThe ether phase was dried
  3. customevaporated

Sources & evidence

ORD record
ord-de3a04833cc24885acf4d44830f8c29d
Source dataset
uspto-grants-1998_01
Patent number
US05712297

Reaction notes

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