Triethylamine → HCID 20299638, compound

Reaction equation

[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[CH:7]=1.C(N(CC)CC)C.[F:18][C:19]([F:23])([F:22])[S:20]Cl>C(#N)C>[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[N:6]([C:8]([S:20][C:19]([F:23])([F:22])[F:18])=[CH:9][N:10]=2)[CH:7]=1

Participants

Procedure

A solution of 6-chloroimidazo[1,2-a]pyrazine (3.07 g, 0.020 mol) in acetonitrile (50 ml) containing 1.01 g (0.010 mol) of triethylamine is treated with a stream of trifluoromethanesulfenyl chloride gas at 25° C. under nitrogen. After 1 hour the solution is flushed with nitrogen, concentrated under vacuum, and the residue partitioned between water-chloroform. The chloroform extract is dried over sodium sulfate, filtered and concentrated under vacuum to give crude 6-chloro-3-trifluoromethylthioimidazo[1,2-a]pyrazine which is purified by fractional sublimation.