1,1-Bis(methylthio)-2-nitroethylene → HCID 72727591, compound

HRID 1382226Notes

Reaction equation

HRID 1382226 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]([CH3:13])[CH2:10][CH2:11][NH2:12])=[CH:4][N:3]=1.[N+:14]([CH:17]=[C:18](SC)[S:19][CH3:20])([O-:16])=[O:15]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]([CH3:13])[CH2:10][CH2:11][NH:12][C:18]([S:19][CH3:20])=[CH:17][N+:14]([O-:16])=[O:15])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 14152404HCID 14152404, compound

Product 1

HCID 72727591HCID 72727591, compoundYield 56.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of N-(2-chloro-5-pyridylmethyl)-N-methylethylenediamine (2.0 g), 1-nitro-2,2-bis(methylthio)ethylene (1.7 g) and ethanol (40 ml) was refluxed for 5 hours with stirring. The reaction mixture was concentrated to about half of its volume, and cooled. The precipitated crystals were collected by filtration, washed with a small amount of ethanol, and dried to give the desired N-(2-chloro-5-pyridylmethyl)-N-methyl-N'-(1-methylthio-2-nitrovinyl)ethylenediamine (1.8 g) having a melting point of 93° to 95° C.

Workup

  1. temperaturewas refluxed for 5 hours
  2. concentrationThe reaction mixture was concentrated to about half of its volume
  3. temperaturecooled
  4. filtrationThe precipitated crystals were collected by filtration
  5. washwashed with a small amount of ethanol
  6. customdried

Sources & evidence

ORD record
ord-5ef3126bccfe4574a95e40a20d9791c6
Source dataset
uspto-grants-1989_02
Patent number
US04806553

Reaction notes

Loading…