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

HRID 865177Notes

Reaction equation

HRID 865177 reaction equation
[CH2:1]([O:5][CH2:6][CH2:7][OH:8])[CH2:2][CH2:3][CH3:4].[H-].[Na+].Cl[C:12]1[C:16]([C:17]2[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=2)=[N:15][S:14][N:13]=1.O>O1CCCC1>[CH2:1]([O:5][CH2:6][CH2:7][O:8][C:12]1[C:16]([C:17]2[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=2)=[N:15][S:14][N:13]=1)[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 4

HCID 962WaterHCID 81332-ButoxyethanolHCID 24758Sodium hydrideHCID 104881643-Chloro-4-(pyridin-3-yl)-1,2,5-thiadiazole

Product 1

HCID 190752773-(3-(2-Butoxyethoxy)-1,2,5-thiadiazol-4-yl)pyridine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 2-butoxyethanol (1.06 g, 9 mmol) and sodium hydride (310 mg, 9 mmol) in dry tetrahydrofuran was added a solution of 3-(3-chloro-1,2,5-thiadiazol-4-yl)pyridine (590 mg, 3 mmol) in dry tetrahydrofuran. The reaction mixture was stirred at room temperature for 2 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-2b3ecdaa5e82422abc13b90d17c65359
Source dataset
uspto-grants-1996_10
Patent number
US05565475

Reaction notes

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