2-chlorothiophene-3-carboxylic Acid → HCID 22397190, compound

HRID 357797Notes

Reaction equation

HRID 357797 reaction equation
[Cl:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[C:7]([OH:9])=[O:8].C1C=C[NH+]=CC=1.[Br:16][Br-]Br>C(O)(=O)C>[Br:16][C:4]1[S:3][C:2]([Cl:1])=[C:6]([C:7]([OH:9])=[O:8])[CH:5]=1

Participants

3

Reactant 1

HCID 36627282-chlorothiophene-3-carboxylic Acid

Product 1

HCID 22397190HCID 22397190, compoundYield 77.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 2-chloro-3-thiophenecarboxylic acid (2.44 g), pyridinium bromide perbromide (5.33 g) and acetic acid (15 ml) was stirred at 40° C. for 4 hours and poured into ice-water. Precipitated crystals were collected by filtration, dissolved in ethyl acetate and dried over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure to give 5-bromo-2-chloro-3-thiophenecarboxylic acid (2.81 g) as crystals.

Workup

  1. customPrecipitated crystals
  2. filtrationwere collected by filtration
  3. dissolutiondissolved in ethyl acetate
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationThe solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-572152529d804ea3aea13e865119883c
Source dataset
uspto-grants-1998_11
Patent number
US05840917

Reaction notes

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