Propargylamine → N-[1-(Methylsulfanyl)-2-nitroethenyl]prop-2-yn-1-amine

HRID 1395376Notes

Reaction equation

HRID 1395376 reaction equation
[CH2:1]([NH2:4])[C:2]#[CH:3].[CH3:5][S:6]([C:8](SC)=[CH:9][N+:10]([O-:12])=[O:11])=O>CO>[CH3:5][S:6][C:8]([NH:4][CH2:1][C:2]#[CH:3])=[CH:9][N+:10]([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 239041PropargylamineHCID 544870941-Nitro2-methylthio-2-methylsulphinylethylene

Product 1

HCID 71401969N-[1-(Methylsulfanyl)-2-nitroethenyl]prop-2-yn-1-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of propargylamine (1.10 g, 0.02 mole) in 22 ml of methanol was added dropwise to a stirred suspension of 1-methylsulfinyl-1-methylthio-2-nitroethylene [prepared according to the procedure described in Belgian Pat. No. 841,526] at 25°. After 1 hour at ambient temperature, the solution was evaporated under reduced pressure, triturated under 20 ml of cold isopropyl alcohol and filtered to give the product. Recrystallization from isopropyl alcohol gave the title compound, mp 131°-132°.

Workup

  1. customprepared
  2. customat 25°
  3. customthe solution was evaporated under reduced pressure
  4. customtriturated under 20 ml of cold isopropyl alcohol
  5. filtrationfiltered
  6. customto give the product
  7. customRecrystallization from isopropyl alcohol

Sources & evidence

ORD record
ord-f7a6e77d3cbb41e5a9e2e989f9dd8f93
Source dataset
uspto-grants-1980_05
Patent number
US04203909

Reaction notes

Loading…