2,4-Dichloro-5-(2-((trichloromethyl)thio)phenyl)pyrimidine → 2-Chlorobenzo[4,5]thieno[2,3-d]pyrimidine
Reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[S:15]C(Cl)(Cl)Cl)=[CH:4][N:3]=1>C(N)=O.O>[Cl:1][C:2]1[N:7]=[CH:6][C:5]2[C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[S:15][C:4]=2[N:3]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 60 °C
Procedure
A solution of 2,4-dichloro-5-(2-((trichloromethyl)thio)phenyl)pyrimidine (12.5 g, 33.4 mmol) in formamide (498 ml) was degassed with nitrogen and heated at 60° C. overnight. The reaction solution was cooled to room temperature, diluted with water, filtered and washed with water and a small amount of cold ethanol. White precipitate was recrystallized from EtOH to afford 5.0 g (68% yield) of 2-chlorobenzo[4,5]thieno[2,3-d]pyrimidine as white needles.