1-Bromohexane → HCID 10755149, compound

HRID 257957Notes

Reaction equation

HRID 257957 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][CH2:25][CH3:26]>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][CH2:25][CH3:26]

Participants

7

Reactant 4

HCID 81011-BromohexaneHCID 11430Potassium CarbonateHCID 104881643-Chloro-4-(pyridin-3-yl)-1,2,5-thiadiazoleHCID 86586439Sodium hydrogen sulphide

Product 1

HCID 10755149HCID 10755149, 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 hexyl bromide (0.63 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-17c499ef96e444c98677795978089236
Source dataset
uspto-grants-1993_11
Patent number
US05264444

Reaction notes

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