Bromine → HCID 67387507, compound

HRID 910679Notes

Reaction equation

HRID 910679 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)[CH:3]=1.[Br:13]Br.[O-]S([O-])(=S)=O.[Na+].[Na+]>C(Cl)Cl>[Br:13][C:10]1[S:9][C:8]([C:4]2[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][N:5]=2)=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 24408BromineHCID 24477Sodium ThiosulfateHCID 12194577HCID 12194577, compound

Product 1

HCID 67387507HCID 67387507, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-chloro-2-thiophen-2-yl-pyridine (195 mg, 0.55 mmol) in CH2Cl2 (2 mL) was added Br2 (1 M in CH2Cl2, 0.6 mL). After 6 h, the resulting mixture was treated with Na2S2O3 (1 M in water, 1 mL), stirred for 10 min, and extracted with CH2Cl2. The organic layer was dried and concentrated, and the resulting crude product was recrystallized from EtOH to yield 2-(5-bromo-thiophen-2-yl)-4-chloro-pyridine as a solid.

Workup

  1. extractionextracted with CH2Cl2
  2. customThe organic layer was dried
  3. concentrationconcentrated
  4. customthe resulting crude product was recrystallized from EtOH

Sources & evidence

ORD record
ord-c74cac05f9234b97ae512f8f94f5ed2a
Source dataset
uspto-grants-2011_09
Patent number
US08022209B2

Reaction notes

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