Water → 3-(3-Hexyloxy-1,2,5-thiadiazol-4-yl)-6-methylpyridine

HRID 965124Notes

Reaction equation

HRID 965124 reaction equation
[H-].[Na+].[CH2:3]([OH:9])[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].Cl[C:11]1[C:15]([C:16]2[CH:17]=[N:18][C:19]([CH3:22])=[CH:20][CH:21]=2)=[N:14][S:13][N:12]=1.O>C1COCC1>[CH2:3]([O:9][C:11]1[C:15]([C:16]2[CH:17]=[N:18][C:19]([CH3:22])=[CH:20][CH:21]=2)=[N:14][S:13][N:12]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

6

Reactant 4

HCID 962WaterHCID 81031-HexanolHCID 24758Sodium hydrideHCID 190752683-(3-Chloro-1,2,5-thiadiazol-4-yl)-6-methylpyridine

Product 1

HCID 190755123-(3-Hexyloxy-1,2,5-thiadiazol-4-yl)-6-methylpyridine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Sodium hydride (0.72 g, 15 mmol) was dissolved in dry THF (20 ml) and 1-hexanol (1.53 g, 15 mmol) and a solution of 3-(3-chloro-1,2,5-thiadiazol-4-yl)-6-methylpyridine (1.06 g, 5 mmol) in dry THF (15 ml) was added. The reaction mixture was stirred for 2 h. After addition of water the mixture was extracted with ether, and the ether phase was dried and evaporated. The residue consisted of the crude title compound, which was used without further purification.

Workup

  1. extractionwas extracted with ether
  2. dry with materialthe ether phase was dried
  3. customevaporated
  4. customwas used without further purification

Sources & evidence

ORD record
ord-9f6fcfc641d04cf2a393839b938ac61b
Source dataset
uspto-grants-1998_06
Patent number
US05773452

Reaction notes

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