4-[(4,5-Dihydro-2-thiazolyl)amino]tetrahydro-3,5-bis(phenylmethylene)-2H-pyran-4-ol → 2,3,8,9-Tetrahydro-5-phenyl-9-(phenylmethylene)-5H,6H-pyrano[4,3-d]thiazolo[3,2-a]pyrimidine
Reaction equation
[S:1]1[CH2:5][CH2:4][N:3]=[C:2]1[NH:6][C:7]1(O)[C:12](=[CH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:11][O:10][CH2:9][C:8]1=[CH:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C1(C)C=CC=CC=1.[Ti](Cl)(Cl)(Cl)Cl>[C:21]1([CH:20]2[N:3]3[CH2:4][CH2:5][S:1][C:2]3=[N:6][C:7]3[C:12](=[CH:13][C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[CH2:11][O:10][CH2:9][C:8]2=3)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a stirred suspension of 4-[(4,5-dihydro-2-thiazolyl)amino]tetrahydro-3,5-bis(phenylmethylene)-2H-pyran-4-ol (2.5 g, 6.6 mmole) in toluene (100 ml) is added slowly a solution of titanium tetrachloride (0.63 g, 3.3 mmole) in toluene (6.1 ml). The yellow mixture is heated at reflux temperature for 45 minutes.