Tetrahydropyrimidine-2-thione → 3-Benzyl-2,3,6,7-tetrahydro-2-phenyl-5H-thiazolo[3,2-a]pyrimidin-3-ol hydrobromide
Reaction equation
[Br:1][CH:2]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:3](=[O:11])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[NH:18]1[CH2:23][CH2:22][CH2:21][NH:20][C:19]1=[S:24]>CC(C)=O>[BrH:1].[CH2:4]([C:3]1([OH:11])[N:20]2[CH2:21][CH2:22][CH2:23][N:18]=[C:19]2[S:24][CH:2]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1Participants
4
Procedure
A solution of 2.9 grams of 1-bromo-1,3-diphenyl-2-propanone (Example 93) in 30 ml. of acetone is added to a solution of 1.16 grams of tetrahydro-2-pyrimidinethione in 100 ml. of acetone. A white precipitate forms in a few minutes. After standing at room temperature for four hours, the precipitate is collected, washed with acetone, and dried. Recrystallization from 20 ml. of ethanol yields 2.3 grams of the pure compound, melting at 192°-194° C. with decomposition.