Hydrochloric Acid → 3,5-Dichloro-2-isothiocyanatopyridine
Reaction equation
[Cl:1][C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.Cl.[N-]=[C:12]=[S:13]>>[Cl:1][C:2]1[C:3]([N:9]=[C:12]=[S:13])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1Participants
4
Procedure
3,5-Dichloro-2-amino pyridine (8.15, 0.05 mol) was treated with thiophosgenes (10% soln. in toluene, 55 ml). The mixture was refluxed until clear solution was obtained and no further hydrochloric acid gas was being evolved. The mixture was cooled, and the solid which crystallised was removed by filtration. The mother liquors, after evaporation and crystallisation of the residual oil, yielded 5.5 g. (55%) of the required isothiocyanate as pale yellow needles m. pt. 45°-6°.
Workup
- temperatureThe mixture was refluxed until clear solution
- customwas obtained
- temperatureThe mixture was cooled
- customthe solid which crystallised
- customwas removed by filtration
- customThe mother liquors, after evaporation and crystallisation of the residual oil
- customyielded 5.5 g
Sources & evidence
- ORD record
- ord-dffacfefda164193be659bca22101673
- Source dataset
- uspto-grants-1980_09
- Patent number
- US04224331
Reaction notes
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