Ammonium Chloride → HCID 59543133, compound

HRID 1970967Notes

Reaction equation

HRID 1970967 reaction equation
[CH:1]1(/[CH:4]=[N:5]/[S:6]([C:8]([CH3:11])([CH3:10])[CH3:9])=[O:7])[CH2:3][CH2:2]1.[CH:12]1([Mg]Br)[CH2:14][CH2:13]1.[NH4+].[Cl-]>C(Cl)Cl>[CH:1]1([CH:4]([CH:12]2[CH2:14][CH2:13]2)[NH:5][S:6]([C:8]([CH3:11])([CH3:10])[CH3:9])=[O:7])[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 12171914HCID 12171914, compoundHCID 178418630HCID 178418630, compound

Product 1

HCID 59543133HCID 59543133, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of N-[(1E)-cyclopropylmethylene]-2-methylpropane-2-sulfinamide (35 g, 202 mmol) in DCM (800 mL) was added cyclopropylmagnesium bromide (1 M in THF, 404 mL, 404 mmol) at −78° C. The reaction mixture was allowed to warm to room temperature as the bath did (2 h). The mixture was treated with sat'd NH4Cl solution, and extracted with EtOAc. The organic layer was washed with brine, dried (sodium sulfate), concentrated, and purified by flash chromatography to give the title compound.

Workup

  1. custom(2 h)
  2. extractionextracted with EtOAc
  3. washThe organic layer was washed with brine
  4. dry with materialdried (sodium sulfate)
  5. concentrationconcentrated
  6. custompurified by flash chromatography

Sources & evidence

ORD record
ord-a5412786a3d74e40b0cde9e05d66bbbb
Source dataset
uspto-grants-2013_04
Patent number
US08431569B2

Reaction notes

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