Carbon Tetrachloride → HCID 20303444, compound

HRID 1733004Notes

Reaction equation

HRID 1733004 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][N:5]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=C[C:8]=2Cl)[CH:6]=1.[Br:15]N1C(=O)CCC1=O.[C:23]([Cl:27])(Cl)(Cl)Cl>C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[N:4][N:5]([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][Br:15])=[C:23]([Cl:27])[CH:8]=2)[CH:6]=1

Participants

5

Reactant 3

HCID 5943Carbon TetrachlorideHCID 67184N-bromobutanimideHCID 20303519HCID 20303519, compound

Product 1

HCID 20303444HCID 20303444, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 7187Benzoyl PeroxideCatalyst

Procedure

16 g of 4-chloro-1-(3-chloro-p-tolyl)pyrazole, 13 g of N-bromosuccinimide, 0.32 g of dibenzoylperoxide and 170 ml of carbon tetrachloride are heated to the boil for 1.5 hours. The resulting solution is cooled, filtered and evaporated to dryness. The obtained residue (20.1 g) is recrystallized from cyclohexane to yield 14.7 g (68% of theory) of 4-chloro-1-(4-bromomethyl-3-chlorophenyl)pyrazole (m.p. 77° to 78° C.).

Workup

  1. temperatureThe resulting solution is cooled
  2. filtrationfiltered
  3. customevaporated to dryness
  4. customThe obtained residue (20.1 g) is recrystallized from cyclohexane

Sources & evidence

ORD record
ord-af7165336cdb48a39509495fc24a8f3e
Source dataset
uspto-grants-1980_12
Patent number
US04239901

Reaction notes

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