1,1-Bis(methylthio)-2-nitroethylene → HCID 20559433, compound

HRID 224646Notes

Reaction equation

HRID 224646 reaction equation
[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[O:10][C:9]([CH2:11][NH:12][CH:13]2[CH2:15][CH2:14]2)=[CH:8][CH:7]=1.CS[C:18](SC)=[CH:19][N+:20]([O-:22])=[O:21]>>[CH:13]1([NH:12][CH2:11][C:9]2[O:10][C:6]([CH2:5][S:4][CH2:3][CH2:2][NH:1][C:18]([NH:1][CH2:2][CH2:3][S:4][CH2:5][C:6]3[O:10][C:9]([CH2:11][NH:12][CH:13]4[CH2:15][CH2:14]4)=[CH:8][CH:7]=3)=[CH:19][N+:20]([O-:22])=[O:21])=[CH:7][CH:8]=2)[CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 20559401HCID 20559401, compound

Product 1

HCID 20559433HCID 20559433, compoundYield 55.6%

Procedure

A mixture of 5-[[(2-aminoethyl)thio]methyl]-N-cyclopropyl-2-furanmethanamine (1.67 g) and 1,1-bis-(methylthio)-2-nitroethene (0.61 g) was heated at 98°-100° for 3 hr. The oily residue was chromatographed (silica/methanol-0.88 ammonia 79:1) and the appropriate eluate evaporated to dryness to give the title compound (1.07 g) as an oil.

Workup

  1. temperaturewas heated at 98°-100° for 3 hr
  2. customThe oily residue was chromatographed (silica/methanol-0.88 ammonia 79:1)
  3. customthe appropriate eluate evaporated to dryness

Sources & evidence

ORD record
ord-c9938d5c3627498c8bbd9a4a4ad1be56
Source dataset
uspto-grants-1980_11
Patent number
US04233302

Reaction notes

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