Chlorine → HCID 20303519, compound

HRID 1733003Notes

Reaction equation

HRID 1733003 reaction equation
[Cl:1]Cl.[Cl:3][C:4]1[CH:5]=[C:6]([CH3:15])[CH:7]=[CH:8][C:9]=1[N:10]1[CH:14]=[CH:13][CH:12]=[N:11]1>C(Cl)(Cl)Cl>[Cl:1][C:13]1[CH:12]=[N:11][N:10]([C:9]2[CH:8]=[CH:7][C:6]([CH3:15])=[CH:5][C:4]=2[Cl:3])[CH:14]=1

Participants

4

Reactant 2

HCID 24526ChlorineHCID 20303421HCID 20303421, compound

Product 1

HCID 20303519HCID 20303519, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A cooled solution of 8 g (113 mmoles) of chlorine in 50 ml of chloroform is added dropwise at 0° C. to a solution of 19.8 g (103 mmoles) of 1-(3-chloro-p-tolyl)pyrazole in 100 ml of chloroform, and stirring is effected for a further 2 hours at from 3° to 8° C. The organic phase is washed with water and dilute sodium dithionite solution; drying is effected, followed by concentration to dryness to produce 21.2 g (91% of theory) of 4-chloro-1-(3-chloro-p-tolyl)pyrazole (m.p. 69° to 70° C.).

Workup

  1. washThe organic phase is washed with water and dilute sodium dithionite solution
  2. customdrying
  3. concentrationfollowed by concentration to dryness

Sources & evidence

ORD record
ord-aeddde3afa534280ac76d2712a523117
Source dataset
uspto-grants-1980_12
Patent number
US04239901

Reaction notes

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