Synthetic Route of 821-10-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 821-10-3, name is 1,4-Dichlorobut-2-yne belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
1,4-Dichloro-2-butyne (6 mmol, 0.58 mL) was added to the stirred suspension of potassium phthalimide (3 mmol, 0.556 g) in DMF (5 mL), and heated to 100 C for 5 h. After cooling, the reaction mixture was extracted with dichloromethane and water. The organic layers were pooled, dried, and concentrated in vacuo. The residue was purified by column chromatography (hexane/ethyl acetate 1:19) to furnish 0.35 g of 2-(4-chlorobut-2-ynyl)isoindoline-1,3-dione (28) (white solid, yield 50%). 1H NMR (300 MHz, CDCl3) 4.11 (s, 2H), 4.51 (s, 2H), 7.75 (dd, J1 = 3.1, J2 = 5.5, 2H), 7.89 (dd, J1 = 3.1, J2 = 5.4, 2H).13C NMR (75 MHz, CDCl3) delta 27.1, 45.7, 46.9, 51.7 (2C), 54.7 (2C), 78.1, 78.4, 123.4 (2C), 131.9 (2C), 134.0 (2C), 166.9 (2C). 28 was reacted with 1-methylpiperazine following the method described in Section 6.6. to give 2-(4-(4-methylpiperazin-1-yl)but-2-ynyl)isoindoline-1,3-dione (29): A solution of 29 (0.72 mmol, 0.213 g) and hydrazine (0.72 mmol, 0.03 mL) in 1 mL of ethanol was heated at reflux for 2 h. After cooling to 0 C, phthalhydrazide was removed by filtration. Evaporation of the filtrate gave 30 as a free base.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,4-Dichlorobut-2-yne, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Nguyen, Thuy; Sakasegawa, Yuji; Doh-Ura, Katsumi; Go, Mei-Lin; European Journal of Medicinal Chemistry; vol. 46; 7; (2011); p. 2917 – 2929;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics