4-Chloro-1,2-diaminobenzene → 5-Chloro-2,1,3-benzoselenadiazole

HRID 551058Notes

Reaction equation

HRID 551058 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH2:9])[C:5]([NH2:8])=[CH:6][CH:7]=1.[Se:10](=O)=O>CCO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]2=[N:8][Se:10][N:9]=[C:4]2[CH:3]=1

Participants

4

Reactant 2

HCID 72634-Chloro-1,2-diaminobenzeneHCID 24007Selenium Dioxide

Product 1

HCID 4135755-Chloro-2,1,3-benzoselenadiazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 4-chlorobenzene-1,2-diamine (1.50 g, 10.5 mmol) in EtOH (15 mL) was heated to reflux and selenium dioxide (1.28 g, 11.5 mmol) was added. The reaction was refluxed for 30 min and cooled to ambient temperature. The precipitated solid was filtered, washed thoroughly with H2O and dried under high vacuum to give the title compound. MS: m/z=219 (M+1).

Workup

  1. temperatureto reflux
  2. temperatureThe reaction was refluxed for 30 min
  3. filtrationThe precipitated solid was filtered
  4. washwashed thoroughly with H2O
  5. customdried under high vacuum

Sources & evidence

ORD record
ord-28e5d4c8f6ee4a588cadfab5c92a16ee
Source dataset
uspto-grants-2011_05
Patent number
US07947677B2

Reaction notes

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