1,1-Bis(methylthio)-2-nitroethylene → HCID 20559431, compound

HRID 1659583Notes

Reaction equation

HRID 1659583 reaction equation
[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[O:10][C:9]([CH2:11][NH:12][CH2:13][C:14]([F:17])([F:16])[F:15])=[CH:8][CH:7]=1.CS[C:20](SC)=[CH:21][N+:22]([O-:24])=[O:23]>>[N+:22]([CH:21]=[C:20]([NH:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[O:10][C:9]([CH2:11][NH:12][CH2:13][C:14]([F:17])([F:16])[F:15])=[CH:8][CH:7]=1)[NH:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[O:10][C:9]([CH2:11][NH:12][CH2:13][C:14]([F:17])([F:16])[F:15])=[CH:8][CH:7]=1)([O-:24])=[O:23]

Participants

3

Reactant 2

HCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 20559439HCID 20559439, compound

Product 1

HCID 20559431HCID 20559431, compoundYield 21.8%

Procedure

A mixture of 5-[[(2-aminoethyl)thio]methyl]-N-(2,2,2-trifluoroethyl)-2-furanmethanamine (0.83 g) and 1,1-bis-(methylthio)-2-nitroethene (0.25 g) was heated at 98°-100° for 3 hr. The gummy residue was chromatographed (silica/ethyl acetate then ethyl acetate/ethanol 9:1) and the appropriate eluate evaporated to dryness to give the title compound (0.2 g) as an oil.

Workup

  1. temperaturewas heated at 98°-100° for 3 hr
  2. customThe gummy residue was chromatographed (silica/ethyl acetate
  3. customethyl acetate/ethanol 9:1) and the appropriate eluate evaporated to dryness

Sources & evidence

ORD record
ord-0ea66431ae5d4f61adb795b3c2b27c74
Source dataset
uspto-grants-1981_12
Patent number
US04304780

Reaction notes

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