Methanol → HCID 70157304, compound

HRID 249509Notes

Reaction equation

HRID 249509 reaction equation
CS[C:3](SC)=[CH:4][N+:5]([O-:7])=[O:6].[N:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][NH2:17])[CH:11]=1.[CH3:18][OH:19]>>[CH3:18][O:19][C:3]([NH:17][CH2:16][C:12]1[CH:11]=[N:10][CH:15]=[CH:14][CH:13]=1)=[CH:4][N+:5]([O-:7])=[O:6]

Participants

4

Reactant 3

HCID 887Methanol2×HCID 310183-PyridinemethanamineHCID 836231,1-Bis(methylthio)-2-nitroethylene

Product 1

HCID 70157304HCID 70157304, compound

Procedure

In one liter of MeOH was dissolved 16.5 g (0.1 mole) of 1,1-bis(methylthio)-2-nitroethylene with heating and on reflux, a solution of 11.0 g (0.1 mole) of 3-pyridylmethylamine in 200 ml of MeOH was added dropwise in 4 installments at 1-hour intervals. The mixture was further refluxed for 3 hours and the MeOH was distilled off. The residue was purified by silica gel column chromatography to give the title compound as white prisms. In this procedure, the compound 1-1 described in Example 1 was also produced as a byproduct.

Workup

  1. temperaturewith heating
  2. temperatureon reflux
  3. temperatureThe mixture was further refluxed for 3 hours
  4. distillationthe MeOH was distilled off
  5. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-e950c85c5aee48ea81906b61452c8e40
Source dataset
uspto-grants-1993_05
Patent number
US05214152

Reaction notes

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