Methanol → HCID 9813397, compound

HRID 2363672Notes

Reaction equation

HRID 2363672 reaction equation
[CH3:1][N:2]([CH3:10])[C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=1.CO.[S:13]([O-])([O-:16])(=[O:15])=[S:14].[Na+].[Na+].S(OOS([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+]>O>[NH2:9][C:6]1[CH:7]=[CH:8][C:3]([N:2]([CH3:10])[CH3:1])=[CH:4][C:5]=1[S:13]([OH:16])(=[O:15])=[S:14]

Participants

6

Reactant 4

HCID 887MethanolHCID 7472N,N-dimethyl-p-phenylenediamineHCID 24477Sodium ThiosulfateHCID 62655Sodium Persulfate

Product 1

HCID 9813397HCID 9813397, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Conditions

Temperature
5 °C

Procedure

N′,N′-dimethyl-p-phenylene diamine (10 g, 0.0735 mols) was added to a round bottom flask. To this was added de-ionised water (160 ml) and methanol (40 ml) and the solution was then cooled to 5° C. Sodium thiosulfate (20 g, 0.0808 mols) in water (20 ml) was added to the solution in one aliquot. Sodium persulfate (17.5 g, 0.0735 mols) in water (40 ml) was added drop-wise over a 15 minute period. The reaction mixture was stirred for 3 hours at 5° C. and then warmed to 22° C. over a period of 1 hour. The dark solid which precipitated was collected via filtration. The black solid was washed with water (50 ml) then dried at 40° C. for 16 hours, 7.88 g (43%).

Workup

  1. temperaturewarmed to 22° C. over a period of 1 hour
  2. customThe dark solid which precipitated
  3. filtrationwas collected via filtration
  4. washThe black solid was washed with water (50 ml)
  5. customthen dried at 40° C. for 16 hours

Sources & evidence

ORD record
ord-03d0a891deb7460f88b5f26757826531
Source dataset
uspto-grants-2014_04
Patent number
US08691979B2

Reaction notes

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