Ammonium Chloride → HCID 178519846, compound

HRID 2116649Notes

Reaction equation

HRID 2116649 reaction equation
[CH:1]1([Mg]Br)[CH2:3][CH2:2]1.[F:6][C:7]([F:17])([F:16])[C:8]([C:10]1[S:14][C:13]([SH:15])=[N:12][CH:11]=1)=[O:9].[NH4+].[Cl-]>C1COCC1>[CH:1]1([C:8]([C:10]2[S:14][C:13]([SH:15])=[N:12][CH:11]=2)([OH:9])[C:7]([F:16])([F:6])[F:17])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 178418630HCID 178418630, compoundHCID 178519847HCID 178519847, compound

Product 1

HCID 178519846HCID 178519846, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Cyclopropylmagnesium bromide (0.5 M in THF, 7.00 mL, 3.52 mmol) was added dropwise to solution of 2,2,2-trifluoro-1-(2-mercapto-1,3-thiazol-5-yl)ethanone (0.300 g, 1.41 mmol) in THF(3 mL) at 0° C. After 1 h, saturated aqueous NH4Cl was added and the aqueous layer was extracted with EtOAc (3×). The combined organics were washed with brine, dried (Na2SO4) and concentrated. The residue was purified by chromatography on silica gel (toluene/acetone; 85:15) to yield the title compound.

Workup

  1. extractionthe aqueous layer was extracted with EtOAc (3×)
  2. washThe combined organics were washed with brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated
  5. customThe residue was purified by chromatography on silica gel (toluene/acetone; 85:15)

Sources & evidence

ORD record
ord-cae8e84bc53d4628b855b8f83dc9482a
Source dataset
uspto-grants-2008_10
Patent number
US07439260B2

Reaction notes

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