1-Bromooctane → HCID 15180158, compound

HRID 1975181Notes

Reaction equation

HRID 1975181 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+].Br[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>CN(C=O)C.O>[CH2:22]([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)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]

Participants

7

Reactant 4

HCID 81401-BromooctaneHCID 11430Potassium CarbonateHCID 104881643-Chloro-4-(pyridin-3-yl)-1,2,5-thiadiazoleHCID 86586439Sodium hydrogen sulphide

Product 1

HCID 15180158HCID 15180158, 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 1-bromooctane (0.80 ml, 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-372d47562dc94f0b91d5cf44f66ffdfd
Source dataset
uspto-grants-1994_02
Patent number
US05284859

Reaction notes

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