Sulfuryl chloride → HCID 12831510, compound

HRID 615167Notes

Reaction equation

HRID 615167 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[N:14]([CH:15]=2)[C:13]2[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=2[S:11]3)=[CH:4][CH:3]=1.S(Cl)([Cl:23])(=O)=O.C(=O)([O-])O.[K+]>C(Cl)Cl>[Cl:23][C:15]1[N:14]2[C:10]([S:11][C:12]3[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=32)=[N:9][C:8]=1[C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 24648Sulfuryl chlorideHCID 516893Potassium BicarbonateHCID 667714HCID 667714, compound

Product 1

HCID 12831510HCID 12831510, compoundYield 62.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 2 g of 2-(p-chlorophenyl)imidazo[2,1-b]benzothiazole in 40 ml of methylene chloride was added a solution of 0.95 g of sulfuryl chloride in 5 ml of methylene chloride and after stirring for 10 minutes, 40 ml of an aqueous 10% potassium hydrogencarbonate solution was added to the mixture followed by stirring. The organic layer which formed was recovered, washed with water, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure to form crystals, which were recrystallized from ethanol to provide 1.4 g of 3-chloro-2-(p-chlorophenyl)imidazo[2,1-b]benzothiazole.

Workup

  1. stirringby stirring
  2. customThe organic layer which formed
  3. customwas recovered
  4. washwashed with water
  5. dry with materialdried with anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customto form crystals, which
  8. customwere recrystallized from ethanol

Sources & evidence

ORD record
ord-324595e6642741409670cb38b537d749
Source dataset
uspto-grants-1985_02
Patent number
US04497817

Reaction notes

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