Chlorine → HCID 178477999, compound

HRID 1586355Notes

Reaction equation

HRID 1586355 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[CH:11][NH:10][N:9]=2)=[CH:4][CH:3]=1.[Cl:13]Cl>C(O)(=O)C>[Cl:13][C:12]1[C:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)=[N:9][NH:10][CH:11]=1

Participants

4

Reactant 2

HCID 24526ChlorineHCID 178477945HCID 178477945, compound

Product 1

HCID 178477999HCID 178477999, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1.0 g (0.006 mol) of 3-(4-chlorophenyl)-1H-pyrazole are dissolved, at room temperature and with stirring, in 20 ml of acetic acid. 0.5 g (0.007 mol) of chlorine is then introduced into the reaction mixture. The white precipitate formed is filtered, washed with water and heptane and then chromatographed on a silica column (eluent 70/30 heptane/ethyl acetate). 0.7 g (0.002 mol) (yield: 58%, melting point: 158° C.) of 4-chloro-3-(4-chlorophenyl)-1H-pyrazole is obtained.

Workup

  1. customThe white precipitate formed
  2. filtrationis filtered
  3. washwashed with water and heptane
  4. customchromatographed on a silica column (eluent 70/30 heptane/ethyl acetate)

Sources & evidence

ORD record
ord-7f307de51689445e972fb3c96a3d0013
Source dataset
uspto-grants-1999_08
Patent number
US05945382

Reaction notes

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