10298-80-3Relevant articles and documents
Reactions of Aryl Diazonium Salts and Alkyl Arylazo Ethers. XI. Further Evidence for the Mechanism of Dediazoniation i Basic Alcoholic Solution
Broxton, Trevor J.,McLeish, Michael J.
, p. 1031 - 1035 (1983)
A comparison of the relative amounts of dediazoniation, SNAr and aryne reactions of 4-chloro-3-nitrobenzenediazonium ion with methoxide ion in CH3OH and in CD3OH confirms that the dediazoniation reaction involves hydride abstraction from the alkoxide ion by the electrophilic terminal nitrogen atom of the diazonium ion.Furthermore, the relative amounts of anionic and free-radical dediazoniation are the same in CH3OH and in CD3OH.This confirms that the partitioning between the free-radical and anionic pathway for dediazoniation is on the aryl diimide and not on the free diazonium ion.Some previously reported results on the solvent effect (methanol against ethanol) for the reaction have been reinterpreted in the light of the above conclusions.
PROCESS FOR THE PREPARATION OF ORGANIC HALIDES
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Paragraph 00138, (2017/08/01)
The present invention provides a halo-de-carboxylation process for the preparation of organic chlorides, organic bromides and mixtures thereof, from their corresponding carboxylic acids, using a chlorinating agent selected from trichloroisocyanuric acid (TCCA), dichloroisocyanuric acid (DCCA), or combination thereof, and a brominating agent.
Efficient transposition of the sandmeyer reaction from batch to continuous process
D'Attoma, Joseph,Camara, Titi,Brun, Pierre Louis,Robin, Yves,Bostyn, Stéphane,Buron, Frédéric,Routier, Sylvain
, p. 44 - 51 (2017/11/30)
The transposition of Sandmeyer chlorination from a batch to a safe continuous-flow process was investigated. Our initial approach was to develop a cascade method using flow chemistry which involved the generation of a diazonium salt and its quenching with copper chloride. To achieve this safe continuous process diazotation, a chemometric approach (Simplex method) was used and extrapolated to establish a fully continuous-flow method. The reaction scope was also examined via the synthesis of several (het)aryl chlorides. Validation and scale-up of the process were also performed. A higher productivity was obtained with increased safety.