Benzylamine → HCID 178418897, compound

HRID 8412

Reaction equation

HRID 8412 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-7db99835b713471dac9c78ee60d5003c
Source dataset
uspto-grants-2006_08
Patent number
US07087783B2

Linked notes

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