5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine → HCID 178483225, compound

HRID 1681479Notes

Reaction equation

HRID 1681479 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].C(O[C:18]1[C:22]([NH2:23])=[C:21]([S:24]([CH3:27])(=[O:26])=[O:25])[S:20](=[O:29])(=[O:28])[N:19]=1)C>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:18]2[C:22]([NH2:23])=[C:21]([S:24]([CH3:27])(=[O:25])=[O:26])[S:20](=[O:29])(=[O:28])[N:19]=2)=[CH:7][CH:6]=1)[CH3:1]

Participants

4

Reactant 2

HCID 1622035-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamineHCID 19806722HCID 19806722, compound

Product 1

HCID 178483225HCID 178483225, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 2-[(5-dimethylaminomethyl-2furanyl)methylthio]ethylamine (0.66 g, 3.08 mmol) in acetonitrile (5 ml) under a nitrogen atmosphere there was added solid 3-ethoxy-4-amino-5-methylsulfonylisothiazole-1,1-dioxide (0.77 g, 3.01 mmol) to give an immediate solution and exothermic reaction. After 1/4 hour, the product began to crystallize and after stirring for 15 hours, was collected by filtration (1.2 g). The title compound was recrystallized by dissolving in hot methanol and diluting with several volumes of ether (1.0 g), mp 187°-189°.

Workup

  1. customto give
  2. customan immediate solution and exothermic reaction
  3. waitAfter 1/4 hour
  4. customto crystallize
  5. filtrationwas collected by filtration (1.2 g)
  6. customThe title compound was recrystallized
  7. dissolutionby dissolving in hot methanol
  8. additiondiluting with several volumes of ether (1.0 g), mp 187°-189°

Sources & evidence

ORD record
ord-0b8cc8c5f8dd4312ba5942f64aec3d6e
Source dataset
uspto-grants-1992_12
Patent number
US05171860

Reaction notes

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