Furfurylamine → HCID 59088093, compound

HRID 656284Notes

Reaction equation

HRID 656284 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][NH2:7].[C:8]([C:12]1[CH:21]=[CH:20][C:15]([CH2:16][N:17]=[C:18]=[S:19])=[CH:14][CH:13]=1)([CH3:11])([CH3:10])[CH3:9]>ClCCl.C(OCC)(=O)C>[C:8]([C:12]1[CH:21]=[CH:20][C:15]([CH2:16][NH:17][C:18]([NH:7][CH2:6][C:2]2[O:1][CH:5]=[CH:4][CH:3]=2)=[S:19])=[CH:14][CH:13]=1)([CH3:11])([CH3:9])[CH3:10]

Participants

5

Reactant 2

HCID 3438FurfurylamineHCID 148010411-Tert-butyl-4-(isothiocyanatomethyl)benzene

Product 1

HCID 59088093HCID 59088093, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Furan-2-ylmethylamine (0.58 g) was dissolved in dichloromethane (50 ml) and to the solution was added 4-t-butylbenzylisothiocyanate (1.23 g), followed by stirring at room temperature for 8 hours. Then, the resulting mixture was diluted with ethyl acetate, washed with water, dried, and concentrated under reduced pressure. The residue was purified by column-chromatography (dichloromethane) to yield the compound 16-2 (1.57 g, 87%) as a liquid.

Workup

  1. washwashed with water
  2. customdried
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by column-chromatography (dichloromethane)

Sources & evidence

ORD record
ord-2df84ac3ea0d49749d7902c9421d19bc
Source dataset
uspto-grants-2011_12
Patent number
US08071650B2

Reaction notes

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