Related Products of 7160-22-7, These common heterocyclic compound, 7160-22-7, name is N-(3,4-Dichlorophenyl)pivalamide, 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.
2b) Preparation of Compound 2; A solution of Compound 1 (50 g) in tetrahydrofuran (300 mL) was cooled to-50 – -4O0C under an inert atmosphere of nitrogen. N-Butyl lithium (2.5M in hexanes, 179 mL) was added at such a rate as to keep the solution’s internal temperature between -45 – -30 0C (ca. 15 – 30 min addition). The solution was held at ca. -35 – -25 0C until HPLC indicated that the initial reaction was complete. The solution was then recooled to – 45 – 4O0C, and sulfur dioxide (-16.9 g) was bubbled through the solution, keeping the internal temperature below approximately -14 0C, until the solution was acidic. When the reaction was complete, the mixture was warmed to -10 – 0 0C. Starting at -2 – 3 0C, sulfuryl chloride (25.2 mL) was then added dropwise to the tetrahydrofuran solution over 5 – 15 min, keeping the temperature below approximately 22 0C. After 5 min, HPLC confirmed reaction completion, while the solution was kept around 10 – 15 0C. The mixture was solvent-exchanged into alpha,alpha,alpha-trifluorotoluene under reduced pressure, filtered, partially concentrated under vacuum (to -100 mL), followed by addition of dichloromethane (350 mL). To this mixture was added a solution of piperazine (61.2 g) in dichloromethane (625 mL) at ambient temperature dropwise, keeping the solution’s internal temperature at 15 – 27 0C (2h addition). The reaction was held at 20 – 24 0C until complete. The mixture was washed with deionized water (200 mL), the organic layer concentrated, followed by addition of heptane (450 mL). The product (70.5 g) was isolated by filtration, washed with heptane (50-100 mL), and dried under vacuum at 50-55 0C.
The synthetic route of 7160-22-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/39091; (2009); A1;,
Amide – Wikipedia,
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