Chlorine → 3,4,6-Trichloropyridazine

HRID 474160Notes

Reaction equation

HRID 474160 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1.[Cl-:9].[Cl-].[Cl-].[Al+3].ClCl>>[Cl:1][C:2]1[N:3]=[N:4][C:5]([Cl:8])=[CH:6][C:7]=1[Cl:9]

Participants

4

Reactant 3

HCID 24526ChlorineHCID 673313,6-DichloropyridazineHCID 6451240Aluminum(III) Chloride

Product 1

HCID 951233,4,6-TrichloropyridazineYield 145.7%

Procedure

44 g 3,6-dichloropyridazine and 22 g aluminium trichloride are heated to 140° C. At this temperature 10.6 l chlorine are piped into the reaction mixture over 4 hours. After cooling the product is extracted with toluene, washed with a 10% sodium chloride solution and distilled (bp=127-129° C.). 44.1 g of product are obtained.

Workup

  1. temperatureAfter cooling the product
  2. extractionis extracted with toluene
  3. washwashed with a 10% sodium chloride solution
  4. distillationdistilled (bp=127-129° C.)

Sources & evidence

ORD record
ord-c797280eb26c402596c4fd60d3ccfa19
Source dataset
uspto-grants-2014_01
Patent number
US08637519B2

Reaction notes

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