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N-bromobutanimide → 2-(2,2-Dichlorovinyl)-benzyl bromide

HRID 64916
Notes
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Reaction equation

HRID 64916 reaction equation
[Cl:1][C:2]([Cl:11])=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH3:10].[Br:12]N1C(=O)CCC1=O>ClC(Cl)(Cl)C>[Cl:1][C:2]([Cl:11])=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][Br:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 137131272-(2,2-Dichlorovinyl)-toluene

Product 1

HCID 137131282-(2,2-Dichlorovinyl)-benzyl bromide

Reagents, catalysts & solvents 1

HCID 62781,1,1-TrichloroethaneSolvent

Procedure

211 g (1.13 moles) of 2-(2,2-dichlorovinyl)-toluene, 251 g (1.41 moles) of N-bromosuccinimide and 2 g of azoisobutyronitrile in 1300 ml of dry 1,1,1-trichloroethane are refluxed, an additional 1 g of azoisobutyronitrile is added to the reaction mixture after one hour, and heating is continued for a further hour.

Workup

  1. temperatureheating
  2. waitis continued for a further hour

Sources & evidence

ORD record
ord-760ebf0ea2264cd3a5e2e56550388425
Source dataset
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04611010

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes