Triethylamine → HCID 20299638, compound

HRID 1733469Notes

Reaction equation

HRID 1733469 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

5

Reactant 3

HCID 8471TriethylamineHCID 67900Methanesulfenyl chloride, trifluoro-HCID 128415726-Chloroimidazo[1,2-a]pyrazine

Product 1

HCID 20299638HCID 20299638, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

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.

Workup

  1. customAfter 1 hour the solution is flushed with nitrogen
  2. concentrationconcentrated under vacuum
  3. customthe residue partitioned between water-chloroform
  4. extractionThe chloroform extract
  5. dry with materialis dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-c1e3167853d0466cac8fceef002d7bf9
Source dataset
uspto-grants-1980_12
Patent number
US04242344

Reaction notes

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