Chlorine → HCID 10969204, compound

HRID 2399546Notes

Reaction equation

HRID 2399546 reaction equation
Br[C:2]1[C:3]([C:19]#[N:20])=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[N:5]([CH3:11])[C:6]=1[C:7]([F:10])([F:9])[F:8].[Cl:21]Cl>ClC1C=CC=CC=1>[Cl:21][C:2]1[C:3]([C:19]#[N:20])=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[N:5]([CH3:11])[C:6]=1[C:7]([F:10])([F:9])[F:8]

Participants

4

Reactant 2

HCID 24526ChlorineHCID 1835584-Bromo-2-(4-chlorophenyl)-1-methyl-5-(trifluoromethyl)pyrrole-3-carbonitrile

Product 1

HCID 10969204HCID 10969204, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

A solution of 4-bromo-2-(p-chlorophenyl)-1-methyl-5-(trifluoromethyl)pyrrole-3-carbonitrile (20.0 g, 0.055 mol) in chlorobenzene at 60° C. is treated with chlorine gas at 60° C. over a 1/2 hour period, cooled to room temperature, washed sequentially with water, aqueous sodium metabisulfite and water, dried over sodium sulfate and concentrated in vacuo to give a residue. The residue is crystallized in heptane to give the title product as a pale yellow solid, 17.6 g (quantitative yield), mp 109.5°-110.5° C.

Workup

  1. washwashed sequentially with water, aqueous sodium metabisulfite and water
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated in vacuo
  4. customto give a residue
  5. customThe residue is crystallized in heptane

Sources & evidence

ORD record
ord-5da23c8d95474375bad5b93d7feeef5a
Source dataset
uspto-grants-1995_09
Patent number
US05449789

Reaction notes

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