5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine → HCID 67860895, compound

HRID 1073320Notes

Reaction equation

HRID 1073320 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][NH2:14])=[CH:7][CH:6]=1)[CH3:3].[O:15]([C:22](OC1C=CC=CC=1)=[CH:23][N+:24]([O-:26])=[O:25])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(#N)C>[CH3:3][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:22]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:23][N+:24]([O-:26])=[O:25])=[CH:7][CH:6]=1)[CH3:1]

Participants

4

Reactant 2

HCID 1622035-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamineHCID 12696039HCID 12696039, compound

Product 1

HCID 67860895HCID 67860895, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 2·14 g (10 mmol) of 2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]ethylamine and 2·57 g (10 mmol) of 1,1-diphenoxy-2-nitroethene in 20 ml of acetonitrile is boiled for 2 hours. After concentration of the solution by evaporation under vacuum, the oily residue is chromatographically purified as described in Example 1 and yields 3·06 g (81%) of the title compound as a pale yellow oil which according to thin layer chromatography and 1H-NMR spectrum is identical to the compound from Example 1.

Workup

  1. customAfter concentration of the solution by evaporation under vacuum
  2. customthe oily residue is chromatographically purified

Sources & evidence

ORD record
ord-a18283c5a7b44c9e894399d01d2ced7b
Source dataset
uspto-grants-1990_11
Patent number
US04968808

Reaction notes

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