Carbon Disulfide → HCID 178527771, compound

HRID 463548Notes

Reaction equation

HRID 463548 reaction equation
[C:1]1([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[NH2:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].[C:17](=S)=[S:18]>C(O)C.O>[SH:18][C:17]1[N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[N:14]=1

Participants

6

Reactant 3

HCID 6348Carbon DisulfideHCID 14798Sodium HydroxideHCID 68297N-Phenyl-o-phenylenediamine

Product 1

HCID 178527771HCID 178527771, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

To 18.6 g (0.10M) of N-phenyl-o-phenylenediamine in 100 ml ethanol, 4.8 g (0.12M) of sodium hydroxide in 20 ml water is added followed by 13 g (0.17M) of carbon disulfide. The mixture is heated to reflux for 5 hours. The reaction mixture is poured into 300 ml water and solid is collected. The crude material is recrystallized from ethanol and the recrystallized material weighs 25 g (74% yield) and melts at 195°-7° C.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 5 hours
  3. customis collected
  4. customThe crude material is recrystallized from ethanol

Sources & evidence

ORD record
ord-d1ec293c179444fd8cb3895deb9f72c1
Source dataset
uspto-grants-1985_05
Patent number
US04520196

Reaction notes

Loading…