Thioamide compound and compounding method thereof

[0055] Example 1

[0056] Synthesis of compound 2a:

[0057]

[0058] Add Na in the reaction tube 2 S·9H 2 O (1.05mmol, 252mg), add isovaleraldehyde (0.3mmol, 25.8mg), N-formylpiperidine (1.5mmol, 169.5mg), pyridine (1.5mmol, 118.5mg) in water (0.6mL) and add In the reaction tube, put K 2 S 2 O 8 (0.54mmol, 146.0mg) was added to the reaction system and stirred at 100°C for 8 hours. After the reaction was detected by TLC, it was cooled to room temperature, 10mL of water was added to the system for dilution, and ethyl acetate (10mL*3) was added for extraction. Dry with anhydrous sodium sulfate, filter, concentrate, and separate by column chromatography to obtain a yellow liquid 2a (33.8mg, 61%), R f =0.55 (PE:EA=10:1); 1 HNMR(400MHz, CDCl 3 )δ4.38-4.25(m,2H),3.76-3.68(m,2H),2.80(d,J=7.3Hz,2H),2.24-2.07(m,1H),1.78-1.60(m,6H) ,1.00(d,J=6.7Hz,6H) 13 CNMR(100MHz, CDCl 3 )δ201.4,52.0,51.6,51.1,28.9,26.9,25.4,24.1,22.4; IR(film)2937,2361,1487,1440,1265,1149,1079,1002,852cm -1; HRMS(EI)CalcdforC 10 H 19 NS185.1238,Found185.1235.

[0059] Example 2

[0060] Synthesis of compound 2b:

[0061]

[0062] Add Na in the reaction tube 2 S·9H 2 O (1.05mmol, 252mg), add isovaleraldehyde (0.3mmol, 25.8mg), N-formylmorpholine (1.5mmol, 172.5mg), pyridine (1.5mmol, 118.5mg) dissolved in water (0.6mL) In the reaction tube, put K 2 S 2 O 8 (0.54mmol, 146.0mg) was added to the reaction system and stirred at 100°C for 9 hours. After the reaction was detected by TLC, it was cooled to room temperature, 10mL of water was added to the system for dilution, and ethyl acetate (10mL*3) was added for extraction. Dry with anhydrous sodium sulfate, filter, concentrate, and separate by column chromatography to obtain a pale yellow liquid 2b (32.0mg, 57%), R f =0.6(PE:EA=5:1); 1 HNMR(400MHz, CDCl 3 )δ4.44-4.25(m,2H),3.86-3.62(m,6H), 2.76(d,J=7.3Hz,2H), 2.17-2.06(m,1H),0.99(d,J=6.7Hz ,6H); 13 CNMR(100MHz, CDCl 3 )δ203.2,66.6,66.5,51.6,50.4,50.1,29.1,22.3; IR(film)2961,2925,2866,1478,1431,1259,1115,1021,797cm -1; MS(EI)m/z(%)187(100),144(80),86(85).

[0063] Example 3

[0064] Synthesis of compound 2c:

[0065]

[0066] Add Na in the reaction tube 2 S·9H 2 O (1.05mmol, 252mg), dissolve 3-phenylpropanal (0.3mmol, 40.2mg), N,N-dimethylformamide (1.5mmol, 109.5mg), pyridine (1.5mmol, 118.5mg) in water (0.6mL) into the reaction tube, then K 2 S 2 O 8 (0.54mmol, 146.0mg) was added to the reaction system and stirred at 100°C for 8 hours. After the reaction was detected by TLC, it was cooled to room temperature, 10mL of water was added to the system for dilution, and ethyl acetate (10mL*3) was added for extraction. Dry with anhydrous sodium sulfate, filter, concentrate, and separate by column chromatography to obtain orange liquid 2c (48.0mg, 83%), R f =0.4(PE:EA=5:1); 1 HNMR(400MHz, CDCl 3 )δ7.32-7.27 (m, 2H), 7.24-7.20 (m, 3H), 3.48 (s, 3H), 3.14 (s, 3H), 3.13-3.09 (m, 2H), 3.09-3.03 (m, 2H); 13 CNMR(100MHz, CDCl 3 )δ203.1,140.6,128.5,128.4,126.4,44.9,44.6,41.5,35.7; IR(film)3025,2963,1514,1496,1393,1260,1093,1017,798,700cm -1; MS(EI)m/z(%)193(100),88(90).