Pyridinium chloride → HCID 20368343, compound
Reaction equation
[Cl:1][C:2]1[CH:26]=[CH:25][C:5]([C:6]([C:8]2[S:9][C:10]3[CH:22]=[C:21]([O:23]C)[CH:20]=[CH:19][C:11]=3[C:12]=2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:7])=[CH:4][CH:3]=1.Cl.N1C=CC=CC=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[S:9][C:10]3[CH:22]=[C:21]([OH:23])[CH:20]=[CH:19][C:11]=3[C:12]=2[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[O:7])=[CH:25][CH:26]=1Participants
3
Procedure
A mixture of 7 g. of the product from Example 18 and 27 g. of pyridine hydrochloride was refluxed in a 220° C. oil bath for 1.5 hours. The hot reaction mixture then was poured over an ice-water mixture. The resulting solid was collected and dissolved in ethyl acetate. The ethyl acetate solution was washed with saturated aqueous sodium chloride and dried over magnesium sulfate. The ethyl acetate solution was evaporated, and the residue was recrystallized from methanol to give 3.59 g. of the title compound, m.p. 222° C.
Workup
- additionA mixture of 7 g
- customThe resulting solid was collected
- dissolutiondissolved in ethyl acetate
- washThe ethyl acetate solution was washed with saturated aqueous sodium chloride