Electric Literature of 16681-65-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
[00112] 1 -Methyl-1 H-1 ,2,3-triazole (41 mg, 0.495 mmol) was dissolved in THF (4.9 mL) and cooled to -78 C. n-Butyllithium solution in hexanes (240 muIota_, 0.594 mmol) was added dropwise and the solution was stirred for further 5 min before zinc(ll) chloride (3.0 mL, 1 .485 mmol) was added. After 30 min at -78 C, the reaction mixture was diluted with DMF (2.0 mL), tetrakis(triphenylphosphine)palladium(0) (29 mg, 0.025 mmol) and a solution of 4-bromo-2-methoxy-1 -nitrobenzene (1 15 mg, 0.495 mmol) in DMF (500 mu) were added. The solution was stirred at 80 C for 2.5 h. After the mixture was cooled to room temperature, water and EtOAc were added and the phases were separated. The organic phase was washed with water, brine, dried (Na2S04) and the solvent was removed in vacuo. The residue was purified by Biotage silica gel column chromatography eluting with DCM/EtOAc (99/1 to 90/10, 10 g column) to afford the title product as a pale yellow solid (82 mg, 70.7 %). 1 H NMR (500 MHz, CDCI3): <5 4.04 (s, 3H), 4.14 (s, 3H), 7.10-7.13 (m, 2H), 7.82 (s, 1 H), 7.98-8.01 (m, 1 H); LC (Method B)-MS (ESI, m/z) fR 1 .97 min, 235 [(M+H+), 100%].
By the way, if you are interested in learning more fun chemistry with your kids, get your hands into one chemistry set now, and start enjoying the best part of chemistry: experiments about 1-Methyl-1H-1,2,3-triazole.
Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; NAUD, Sebastien Gaston Andre; BLAGG, Julian; (38 pag.)WO2017/109476; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics