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

HRID 1696391Notes

Reaction equation

HRID 1696391 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-d6cf8cb5c5f040b0a9d9f90819f893c2
Source dataset
uspto-grants-2012_04
Patent number
US08163752B2

Reaction notes

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