Butyl iodide → HCID 10729454, compound

HRID 744664Notes

Reaction equation

HRID 744664 reaction equation
[SH2:1].[Na].Cl[C:4]1[C:5]([C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)=[N:6][S:7][N:8]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:21](I)[CH2:22][CH2:23][CH3:24]>CN(C=O)C.O>[CH2:21]([S:1][C:4]1[C:5]([C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)=[N:6][S:7][N:8]=1)[CH2:22][CH2:23][CH3:24]

Participants

7

Reactant 4

HCID 10962Butyl iodideHCID 11430Potassium CarbonateHCID 104881643-Chloro-4-(pyridin-3-yl)-1,2,5-thiadiazoleHCID 86586439Sodium hydrogen sulphide

Product 1

HCID 10729454HCID 10729454, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Sodium hydrogen sulfide (0.5 g, 6.8 mmol) was added to a solution of 3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine (0.5 g, 2.5 mmol) in DMF (20 ml) at room temperature and the reaction mixture was stirred for 30 min. Potassium carbonate (2 g, 14.5 mmol) and butyliodide (1 ml, 8.8 mmol) were added and the reaction mixture was stirred for additionally 10 min. Water (50 ml) was added and extracted with ether. The combined ether phases were dried and evaporated to give the title compound. Yield: 0.6 g.

Workup

  1. stirringthe reaction mixture was stirred for additionally 10 min
  2. extractionextracted with ether
  3. dry with materialThe combined ether phases were dried
  4. customevaporated

Sources & evidence

ORD record
ord-9c6ffc238df447d9a433608d4aec30d8
Source dataset
uspto-grants-1996_09
Patent number
US05559138

Reaction notes

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