1-BENZOTHIEN-4-YLAMINE

(a) Into a 500-mL autoclave, 80 g (0.446 mol) of 4-nitrobenzene[b]thiophene, 4 g (0.05 g/g) of 5percent palladium-carbon, and 320 mL of methanol were charged. After completion of the charging, the mixture was replaced with nitrogen three times, and then replaced with hydrogen. 3 times, charge hydrogen gas to a pressure of 0.3 MPa, stir, heat up at 50°C for 6 hours, keep the reaction until the kettle is no longer absorbing hydrogen, and then incubate the reaction for 30 minutes.After cooling down to room temperature, the reaction solution was taken out, suction-filtered under nitrogen, and the filtrate was concentrated under reduced pressure to a residual volume of 150 mL to give compound (II) with a weight of 60 g and a yield of 90percent.Intermediate III 165g (0. 7mol), 3N hydrochloric acid was 1400ml, stirring at 90~100 ° C under reflux for 3h, the reaction end point TLC (developing solvent: ethyl acetate - petroleum ether = 1: 9), the reaction is completed, cooled to room temperature, neutralized with 6N sodium hydroxide solution to pH 8-9, standing layer, the aqueous layer (3000ml X 3) and extracted with butyl acetate, the organic layers combined, dried over anhydrous sodium sulfate, the drying agent was removed by filtration The filtrate was concentrated to dryness to give a white solid intermediate IV (86g, 0 576πο1.), a yield of 82. 3percent, Μρ: 49 ~51. . .Intermediate III 165g (0. 7mol), 3N hydrochloric acid was 1400ml, stirring at 90~100 C under reflux for 3h, the reaction end point TLC (developing solvent: ethyl acetate - petroleum ether = 1: 9), the reaction is completed, cooled to room temperature, neutralized with 6N sodium hydroxide solution to pH 8-9, standing layer, the aqueous layer (3000ml X 3) and extracted with butyl acetate, the organic layers combined, dried over anhydrous sodium sulfate, the drying agent was removed by filtration The filtrate was concentrated to dryness to give a white solid intermediate IV (86g, 0 576piomicron1.), a yield of 82. 3%, Murho: 49 ~51. . .14.92 g of

Molecular Weight:149.21
XLogP3:2.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:149.02992040
Monoisotopic Mass:149.02992040
Topological Polar Surface Area:54.3
Heavy Atom Count:10
Complexity:126
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes