Carbon Disulfide → HCID 22666196, compound

HRID 1783487Notes

Reaction equation

HRID 1783487 reaction equation
[OH-].[K+].[C:3](=[S:5])=S.[NH2:6][C:7]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][CH:10]=[CH:9][C:8]=1[OH:16]>CCO.O>[N+:13]([C:12]1[C:7]2[NH:6][C:3](=[S:5])[O:16][C:8]=2[CH:9]=[CH:10][CH:11]=1)([O-:15])=[O:14]

Participants

6

Reactant 3

HCID 6348Carbon DisulfideHCID 14797Potassium HydroxideHCID 41154952-Amino-3-Nitrophenol

Product 1

HCID 22666196HCID 22666196, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of KOH (3.31 g, 59.0 mmol) in EtOH and water was treated with carbon disulfide (10.4 g, 136.3 mmol) followed by 2-amino-3-nitrophenol (7.00 g, 45.4 mmol). The mixture was heated at reflux temperature overnight, cooled, concentrated, acidified with 1M HCl and filtered. The filtercake was washed with water and dried in vacuo to provide the title compound (7.0 g, 79%), characterized by NMR and mass spectral analyses.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux temperature overnight
  3. temperaturecooled
  4. concentrationconcentrated
  5. filtrationfiltered
  6. washThe filtercake was washed with water
  7. customdried in vacuo

Sources & evidence

ORD record
ord-6943e365059b4013867cc8c1b34d2de9
Source dataset
uspto-grants-2009_03
Patent number
US07501421B2

Reaction notes

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