New learning discoveries about 6-Iodohex-1-yne

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Iodohex-1-yne, and friends who are interested can also refer to it.

Application of 2468-56-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2468-56-6 name is 6-Iodohex-1-yne, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: Concentrated sulfuric acid (0.15 mL) was added under stirring at ambient temperature to a suspension of 25 mmole of uracil 3 or uracil derivatives, namely 6-methyluracil 4, thymine 5, quinazoline-2,4(1H,3H)-dione 6 and hexamethyldisilazane (HMDS, 62.5 mmol) in 100 mL of toluene. The mixture was refluxed for 4 h, the solvent and excessive HMDS were removed to afford bis(trimethylsilyl) ether derivative 7. This crude product was engaged in the next step without any previous purification. A solution of 40 mmole of appropriate alkyne (propargyl bromide, 5-iodo-1-pentyne, 6-iodo-1-hexyne) in DMF (3 mL) was added to the crude product 7 and the reaction mixture was stirred at 115-130 C for 12 h. After the solvent was distilled off under reduced pressure, 200 ml of chloroform was added to the residue, and the mixture was filtered. The filtrate was concentrated, and the residue was purified by column chromatography on silica gel using as eluent first petroleum ether, then petroleum ether-ethyl acetate (1.5:1) and then ethyl acetate. From the third fraction the target N1-alkynyl-3,4-dihydro-2,4-dioxopyrimidines (3a,b, 4b,c, 5a,b, 6a,b) were isolated.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Iodohex-1-yne, and friends who are interested can also refer to it.

Reference:
Article; Andreeva, Olga V.; Belenok, Maya G.; Saifina, Liliya F.; Shulaeva, Marina M.; Dobrynin, Alexey B.; Sharipova, Radmila R.; Voloshina, Alexandra D.; Saifina, Alina F.; Gubaidullin, Aidar T.; Khairutdinov, Bulat I.; Zuev, Yuriy F.; Semenov, Vyacheslav E.; Kataev, Vladimir E.; Tetrahedron Letters; vol. 60; 47; (2019);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com