反应详情

A mixture of 1.71 ml. of methanesulfonyl chloride in 40 ml. of toluene is added dropwise to a stirred slurry of 4.65 g. of 5-methyl-2-thienyl-α-hydroxybenzyl ketone and 5.6 ml. of triethylamine in 40 ml. of toluene. The mixture is stirred 20 hours, water is added and the organic layer is separated, washed with water and concentrated to dryness. A 20 ml. portion of ether is added to the residue giving a solid which is collected, washed with ether and dried, giving 4.8 g. of 5-methyl-2-thienyl-α-hydroxybenzyl ketone methanesulfonate ester. A mixture of 2.01 g. of this ester and 0.84 g. of hexahydro-2H-1,3-diazepine-2-thione in 40 ml. of acetone is allowed to stand 48 hours. The solvent is removed, 50 ml. of water and one ml. of concentrated ammonium hydroxide are added and the resulting solid is collected and washed with water. This solid is dissolved in 7 ml. of ethanol and then cooled. The resulting solid is collected, washed with ethanol, then ether and dried in vacuo, giving 1.2 g. of the desired product as a yellow solid, m.p. 70°-90° C.

1. additionA mixture of 1.71 ml
2. customthe organic layer is separated
3. washwashed with water
4. concentrationconcentrated to dryness
5. additionportion of ether is added to the residue
6. customgiving a solid which
7. customis collected
8. washwashed with ether
9. customdried
10. customgiving 4.8 g
11. additionA mixture of 2.01 g
12. waitto stand 48 hours
13. customThe solvent is removed
14. additionof concentrated ammonium hydroxide are added
15. customthe resulting solid is collected
16. washwashed with water
17. dissolutionThis solid is dissolved in 7 ml
18. temperatureof ethanol and then cooled
19. customThe resulting solid is collected
20. washwashed with ethanol
21. dry with materialether and dried in vacuo
22. customgiving 1.2 g