Benzylamine → HCID 178418897, compound

HRID 1062352Notes

Reaction equation

HRID 1062352 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)S(O[Si](C)(C)C)(=O)=O.[OH-].[Na+].[CH2:23]([S:25][C:26]#[N:27])[CH3:24]>>[CH2:1]([NH:8][C:26](=[NH:27])[S:25][CH2:23][CH3:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 7504BenzylamineHCID 10968Ethyl thiocyanateHCID 14798Sodium HydroxideHCID 65367Trimethylsilyl triflate

Product 1

HCID 178418897HCID 178418897, compoundYield 100%

Procedure

Benzylamine (13.8 mg) was dissolved in ethyl thiocyanate (50 μl). To this solution, trimethylsilyl trifluoromethanesulfonate (25.7 μl) was added dropwise at room temperature. After continued stirring for 1 day at room temperature, 2N aqueous sodium hydroxide was added to the solution, which was then extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the titled compound (25.4 mg, yield 100%).

Workup

  1. extractionwas then extracted with ethyl acetate
  2. dry with materialThe ethyl acetate layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e3f6adbd7aaf4d26b16b1f08228e3eb5
Source dataset
uspto-grants-2005_11
Patent number
US06960689B2

Reaction notes

Loading…