Bromine → HCID 12811344, compound

HRID 615165Notes

Reaction equation

HRID 615165 reaction equation
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]2[N:7]3[CH:12]=[C:11]([C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)[N:10]=[C:8]3[S:9][C:5]=2[CH:4]=1.[Br:21]Br>C(Cl)(Cl)Cl.C(=O)([O-])O.[Na+]>[Br:21][C:12]1[N:7]2[C:8]([S:9][C:5]3[CH:4]=[C:3]([O:2][CH3:1])[CH:20]=[CH:19][C:6]=32)=[N:10][C:11]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 2

HCID 24408BromineHCID 657882HCID 657882, compound

Product 1

HCID 12811344HCID 12811344, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolvent2×HCID 516892Sodium BicarbonateSolvent

Procedure

While stirring vigorously a mixture of a solution of 2.0 g of 7-methoxy-2-phenylimidazo[2,1-b]benzothiazole in 50 ml of chloroform and 30 ml of a saturated aqueous sodium hydrogencarbonate solution, a solution of 1.2 g of bromine in 5 ml of chloroform was gradually added dropwise to the mixture at room temperature. Thereafter, the chloroform layer was recovered, dried by anhydrous magnesium sulfate, and concentrated under reduced pressure to form a solid material. The solid product was recrystallized from a mixture of toluene and n-hexane to provide 2.0 g of 3-bromo-7-methoxy-2-phenylimidazo[2,1-b]benzothiazole.

Workup

  1. customThereafter, the chloroform layer was recovered
  2. dry with materialdried by anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customto form a solid material
  5. customThe solid product was recrystallized from a mixture of toluene and n-hexane

Sources & evidence

ORD record
ord-87152435c8634ffdbaf79e5c7e8b4a60
Source dataset
uspto-grants-1985_02
Patent number
US04497817

Reaction notes

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