Aluminum(III) Chloride → HCID 67122910, compound

HRID 2046386Notes

Reaction equation

HRID 2046386 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].C([N:12]1[C:17](=[O:18])[CH:16]=[C:15]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)[CH:14]=[N:13]1)C1C=CC=CC=1>C1(C)C=CC=CC=1>[F:25][C:22]1[CH:23]=[CH:24][C:19]([C:15]2[CH:14]=[N:13][NH:12][C:17](=[O:18])[CH:16]=2)=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 67123010HCID 67123010, compound

Product 1

HCID 67122910HCID 67122910, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
70 °C

Procedure

Aluminum chloride (11.4 g, 86 mmol) was added to a stirred mixture of 2-benzyl-5-(4-fluorophenyl)pyridazin-3(2H)-one (4.0 g, 14.3 mmol) in toluene (285 ml) and the mixture was stirred at 70° C. for 1 h. After cooling, the reaction was cooled in an ice bath and quenched slowly with water (50 mL). The precipitate was filtered, washed with water, and dried under high-vacuum to afford the title compound. 1H NMR (500 MHz, CD3SOCD3) δ 8.28 (d, 1H); 7.88 (dd, 2H); 7.35 (t, 2H); 7.13 (d, 1H). LRMS (APCI) calc'd for (C10H8FN2O) [M+H]+, 191.1. found 191.1.

Workup

  1. temperatureAfter cooling
  2. temperaturethe reaction was cooled in an ice bath
  3. customquenched slowly with water (50 mL)
  4. filtrationThe precipitate was filtered
  5. washwashed with water
  6. customdried under high-vacuum

Sources & evidence

ORD record
ord-b785aaf6d6e14c2d87621f5c603a41a8
Source dataset
uspto-grants-2013_11
Patent number
US08592425B2

Reaction notes

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