1-Bromopentane → HCID 15180156, compound

HRID 257020Notes

Reaction equation

HRID 257020 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](Br)[CH2:22][CH2:23][CH2:24][CH3:25]>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][CH2:24][CH3:25]

Participants

7

Reactant 4

HCID 80571-BromopentaneHCID 11430Potassium CarbonateHCID 104881643-Chloro-4-(pyridin-3-yl)-1,2,5-thiadiazoleHCID 86586439Sodium hydrogen sulphide

Product 1

HCID 15180156HCID 15180156, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Sodium hydrogen sulfide (0.25 g, 3.3 mmol) was added to a solution of 3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine (0.59 g, 3 mmol) in DMF (20 ml) at room temperature and the reaction mixture was stirred for 30 min. Potassium carbonate (1.24 g, 9 mmol) and pentyl bromide (700 mg, 4.5 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.

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-9d2337fcc479465bada42a201d7f774d
Source dataset
uspto-grants-1993_11
Patent number
US05260311

Reaction notes

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