56079-15-3Relevant academic research and scientific papers
Bromination of 1,3,5-Trimethyl-4-Chloropyrazole
Perevalov, V. P.,Karim, A. K. Kh.,Khrapov, A. V.,Baryshnenkova, L. I.,Stepanov, B. I.
, p. 33 - 35 (1988)
The bromination of 1,3,5-trimethyl-4-chloropyrazole with N-bromosuccinimide (NBS) in the presence of benzoyl peroxide leads to 5-bromomethyl-1,3-dimethyl-4-chloropyrazole, whereas 3,5-bis(bromomethyl)-1-methyl-4-chloropyrazole predominates in the case of a twofold excess of NBS.Products of subsequent substitution in the 3- and 5-bromomethyl groups of the 3,5-bis(bromomethyl) compound in a ratio of 3:1 were detected in small amounts; this is evidently associated with the syn orientation of the bromine atom in the 5-bromomethyl group, which hinders attack by the bromine radical.
A combined experimental and natural bonding orbital charges study on the one-pot regioselective synthesis of 4-chloropyrazoles
Li, Yi,Liu, Yuanyuan,Xu, Guanghui,Chen, Kai,He, Guangke,Huang, Bin
, p. 658 - 661 (2015/01/16)
The mechanism of a DMF-catalysed electrophilic/nucleophilic chlorination of pyrazole is illustrated with the aid of calculations of the natural bonding orbital charges. Its high regioselectivity and good functionality tolerance of nine pyrazole substrates
Halogenation of pyrazoles using N-halosuccinimides in CCl4 and in water
Zhao, Zhi-Gang,Wang, Zhong-Xia
, p. 137 - 147 (2007/10/03)
Reaction of pyrazoles with N-halosuccinimides (NXS, X=Br, Cl) in either CCl4 or water gave 4-halopyrazoles in excellent yields. The reaction was carried out under mild conditions and did not require any catalysts or special precautions. The reaction provides an efficient method for 4-C halogenation of pyrazoles. Copyright Taylor & Francis Group, LLC.
A mild and efficient method for halogenation of 3,5-dimethyl pyrazoles by ultrasound irradiation using N-halosuccinimides
Stefani, Hélio A.,Pereira, Claudio M. P.,Almeida, Roberta B.,Braga, Rodolpho C.,Guzen, Karla P.,Cella, Rodrigo
, p. 6833 - 6837 (2007/10/03)
The 4-halo-3,5-dimethyl pyrazoles have been synthetisized in good yields in short reaction times in the absence of a catalyst by reaction of 3,5-dimethyl pyrazoles with N-halosuccinimides (NBS, NCS and NIS) under ultrasound irradiation. Finally, the halogenation of pyrazoles with Br2, IC1 and I2 was showed in similar conditions.
