1-Bromopentane → HCID 15180156, compound

HRID 965108Notes

Reaction equation

HRID 965108 reaction equation
[SH2:1].[Na].Cl[C:4]1[C:8]([C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)=[N:7][S:6][N:5]=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:8]([C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)=[N:7][S:6][N:5]=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-(3-chloro-1,2,5-thiadiazol-4-yl)pyridine (0.59 9, 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-4ada0654477a4fb99a312c5482f37c6f
Source dataset
uspto-grants-1998_06
Patent number
US05773452

Reaction notes

Loading…