Water → HCID 59367709, compound

HRID 1253594Notes

Reaction equation

HRID 1253594 reaction equation
C([O-])(=O)C.[Na+].[F:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=[O:21])[CH2:14][C:15]2[CH:20]=[CH:19][N:18]=[N:17][CH:16]=2)=[CH:9][CH:8]=1.[Br:22]Br.O>C(O)(=O)C>[Br:22][CH:14]([C:15]1[CH:20]=[CH:19][N:18]=[N:17][CH:16]=1)[C:13]([C:10]1[CH:9]=[CH:8][C:7]([F:6])=[CH:12][CH:11]=1)=[O:21]

Participants

6

Reactant 4

HCID 962WaterHCID 24408BromineHCID 517045Sodium AcetateHCID 59367711HCID 59367711, compound

Product 1

HCID 59367709HCID 59367709, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

0.70 g (5.2 mmol) of sodium acetate is added to a solution of 1.02 g (4.70 mmol) of 1-(4-fluorophenyl)-2-pyridazin-4-ylethanone in 20 ml of acetic acid and then 0.26 ml (5.2 mmol) of bromine in solution in a few ml of acetic acid is added dropwise (slight exotherm). After 30 minutes at ambient temperature, the reaction medium is cooled and 60 ml of water are added. The product is extracted with diethyl ether. The cooled organic phase is washed with an aqueous solution of sodium hydrogen carbonate, dried over sodium sulfate and filtered. This solution (approximately 50 ml) is used rapidly, as it is, in the rest of the synthesis.

Workup

  1. temperaturethe reaction medium is cooled
  2. extractionThe product is extracted with diethyl ether
  3. washThe cooled organic phase is washed with an aqueous solution of sodium hydrogen carbonate
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customis, in the rest of the synthesis

Sources & evidence

ORD record
ord-e1780d54aee84703b61d29d8cb0eb967
Source dataset
uspto-grants-2013_06
Patent number
US08455491B2

Reaction notes

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