反应详情

A solution of 2.03 g (6.06 mmol) of 1-methyl-1-acetyl-4- {4-(N-methyl-N-carboethoxymethylamino)phenyl}-3-thiosemicarbazide in 50 ml of butanol was heated at reflux until tlc showed no starting material (Rf 0.3,EtOAc,5 hr ). Solvent was distilled and the residue crystallized with ethyl acetate. The solid (1.2 g ) was recrystallized from 25 ml of water to give 0.978 g (3.05 mmol,50%), mp 211°. Anal. C15H20N4O2S (320): Calcd.: C,56.23; H,6.29; N,17.49; S,10.01. Found: C,56.30; H,6.20;N,17.93; S,9.61. MS(FD) 320. 1H NMR (DMSO-d6):δ 7.08,d,2H,ArH; 6.71,d,2H,ArH; 4.23,s,2H, CH3—N; 4.08,q,2h,CH2—O; 3.68,s,3H,CH3—N+; 3.29,s,3H,CH3—N; 2.23,s,3H,CH3—C═; 1.16,t,3H,CH3—C.

1. temperatureat reflux until tlc
2. distillationSolvent was distilled
3. customthe residue crystallized with ethyl acetate
4. customThe solid (1.2 g ) was recrystallized from 25 ml of water
5. customto give 0.978 g (3.05 mmol,50%), mp 211°