40835-96-9

Usage

Purification Methods

Purify the hydrobromide by boiling a saturated aqueous solution with charcoal, filtering and leaving the salt to crystallise. Store this dihydrate salt in a cool, stoppered flask in the dark place. The anhydrous salt is obtained by heating at 80o/4hours, and it is hygroscopic. The solubilities of the hydrobromide at 26o are 2.4% in EtOH, 0.6% in H2O, 0.3% in Et2O, 0.1% in Me2CO and 0.003% in *C6H6. [Dasgupta et al. Anal Chim Acta 94 205 1977, Dasgupta & West Microchim Acta 2 505 1978, Dasgupta et al. Anal Chem 50 1793 1978, Beilstein 24 H 193, 25 III/IV 2677.]

InChI:InChI=1/C11H9N3.BrH/c12-11-13-8-5-1-3-7-4-2-6-9(14-11)10(7)8;/h1-6H,(H3,12,13,14);1H

Upstream product

• 506-68-3 bromocyane 
• 479-27-6 naphthalene-1,8-diamine 

Relevant academic research and scientific papers

Integration of Bromine and Cyanogen Bromide Generators for the Continuous-Flow Synthesis of Cyclic Guanidines

A continuous-flow process for the in situ on-demand generation of cyanogen bromide (BrCN) from bromine and potassium cyanide that makes use of membrane-separation technology is described. In order to circumvent the handling, storage, and transportation of elemental bromine, a continuous bromine generator using bromate–bromide synproportionation can optionally be attached upstream. Monitoring and quantification of BrCN generation was enabled through the implementation of in-line FTIR technology. With the Br2 and BrCN generators connected in series, 0.2 mmol BrCN per minute was produced, which corresponds to a 0.8 m solution of BrCN in dichloromethane. The modular Br2/BrCN generator was employed for the synthesis of a diverse set of biologically relevant five- and six-membered cyclic amidines and guanidines. The set-up can either be operated in a fully integrated continuous format or, where reactive crystallization is beneficial, in semi-batch mode.