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

HRID 727345
Notes
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Reaction equation

HRID 727345 reaction equation
[CH2:1]([O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][OH:11])[CH2:2][CH2:3][CH3:4].[H-].[Na+].Cl[C:15]1[C:16]([C:20]2[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=2)=[N:17][S:18][N:19]=1.O>O1CCCC1>[CH2:1]([O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][C:15]1[C:16]([C:20]2[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=2)=[N:17][S:18][N:19]=1)[CH2:2][CH2:3][CH3:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962WaterHCID 8177Diethylene Glycol Monobutyl EtherHCID 24758Sodium hydrideHCID 104881643-Chloro-4-(pyridin-3-yl)-1,2,5-thiadiazole

Product 1

HCID 190753243-(3-(2-(2-Butoxyethoxy)ethoxy)-1,2,5-thiadiazol-4-yl)pyridine

Reagents, catalysts & solvents 1

HCID 8028
Tetrahydrofuran
Solvent
2×

Procedure

To a solution of 2-(2-butoxyethoxy)ethanol (1.46 g, 9 mmol) and sodium hydride (310 mg, 9 mmol) in dry tetrahydrofuran was added a solution of 3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine (590 mg, 3 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-663a1c0e276641e9a65cd1817ee1c71f
Source dataset
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05712297

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes