Chlorosuccinimide → HCID 14154432, compound
Reaction equation
[O:1]([C:8]1[CH:23]=[CH:22][C:11]([O:12][CH2:13][CH2:14][S:15][C:16]2[N:21]=[CH:20][CH:19]=[CH:18][N:17]=2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:24]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Cl:24][CH:14]([S:15][C:16]1[N:17]=[CH:18][CH:19]=[CH:20][N:21]=1)[CH2:13][O:12][C:11]1[CH:22]=[CH:23][C:8]([O:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:9][CH:10]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 2-[2-(4-phenoxyphenoxy)ethylthio]pyrimidine (324 mg, 1.0 mmol) in carbon tetrachloride (3 ml), there was added N-chlorosuccinimide (160 mg, 1.2 mmol) with stirring under ice-cooling. The reaction system was gradually elevated to room temperature, and stirring was continued overnight. The precipitate was separated by filtration, and the filtrate was concentrated. Recrystallization of the residue from cyclohexane gave 2-[1-chloro-2-(4-phenoxyphenoxy)ethylthio]pyrimidine (268 mg) as pale yellow crystals. M.P., 86.0° C.