Water → HCID 178527760, compound

HRID 1792431Notes

Reaction equation

HRID 1792431 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-])=O)=[C:6]([CH:8]=1)[NH2:7].[C:12](=S)=[S:13].[OH-].[K+].O>CO.C(O)C.C(O)(=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:9]=[C:12]([SH:13])[NH:7][C:6]=2[CH:8]=1

Participants

8

Reactant 4

HCID 962WaterHCID 6348Carbon DisulfideHCID 14797Potassium HydroxideHCID 53147665-Bromo-2-nitroaniline

Product 1

HCID 178527760HCID 178527760, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

6.7 g of 4-bromo-1,2-benzenediamine obtained by reducing 5-bromo-2-nitroaniline was dissolved in 50 mL methanol, then 4.4 mL carbon disulfide was added thereto, a solution of 1.3 g potassium hydroxide in 40 mL ethanol was added little by little thereto, and the mixture was heated for 3.5 hours under reflux. The reaction mixture was made weakly acidic by adding iced water and acetic acid, and the precipitated crystals were filtered and washed with water to give 7.1 g of the title compound as colorless crystals.

Workup

  1. temperaturewas heated for 3.5 hours
  2. temperatureunder reflux
  3. filtrationthe precipitated crystals were filtered
  4. washwashed with water

Sources & evidence

ORD record
ord-0ca7047a8a154fe59d87a77e0f61519f
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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