Simple exploration of Propanethioamide

According to the analysis of related databases, 631-58-3, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 631-58-3 as follows. 631-58-3

Into a solution of Compound 94 (145 mg, 0.33 mmol) in THF (10 mL) at 00 C was added phenyltrimethylammonium tribromide (125 mg, 0.33 mmol). The mixture was stirred at O 0 C for 1 hour, quenched by ice addition, extracted with methylene chloride. The combined extracted was dried (Na2SO4), filtered and concentrated to give crude 75a (200mg).Into a solution of 75a (52 mg, 0.1 mmol) in 3 mL of EtOH was added ethanethioamide (0.2 mmol) at room temperature. The resulting solution was stirred at room temperature for 4 hours. The solvent was removed under reduced pressure and the residue was taken up with ethyl acetate. The solution was treated with saturated solution of NaHCO3 and extracted with ethyl acetate. The combined extracts were dried (NaaSClambdai) and concentrated. Column chromatography on silica gel (eluted with 10-70% ethyl acetate in hexanes) gave Compound 95 (40 mg).1H NMR (300 MHz, CDCI3) 510.40 (brs, 1 H), 7.54-7.42 (m, 5H), 7.02 (t, J = 8.5Hz, 2H), 2.65 (s, 3H), 1.90 (s, 3H).MS (ESI) [M+H+]: 496.

According to the analysis of related databases, 631-58-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNTA PHARMACEUTICALS CORP.; WO2007/87427; (2007); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics