Réaction #3248

Équation de réaction

3-methyl-5H-indeno[2,1-c]quinoline-6,7-dion

phosphorous oxychloride

→

title compound

Rendement 73.4%

6-chloro-3-methyl-7H-indeno[2,1-c]quinoline-7-on

Rendement 73.4%

Conditions de réaction

Traitement

1. 1
   Températurewas refluxed
2. 2
   Températurewith heat for 1.5 hours
3. 3
   workup.DISTILLATIONThe reaction mixture was distilled to dryness
4. 4
   workup.ADDITIONTo the residue was added water
5. 5
   Autreto obtain a crystal
6. 6
   Autreprecipitated by filtration
7. 7
   AutreThe crystal obtained
8. 8
   Lavagewas washed with water
9. 9
   workup.DISSOLUTIONdissolved in chloroform
10. 10
    Filtrationto filter off undissolved substances
11. 11
    AutreRecrystallization from benzene

Mode opératoire

A mixture of 3-methyl-5H-indeno[2,1-c]quinoline-6,7-dion obtained in reference example 5 (700 mg, 2.7 mmol) and phosphorous oxychloride (10 ml, 107 mmol) was refluxed with heat for 1.5 hours. The reaction mixture was distilled to dryness. To the residue was added water to obtain a crystal precipitated by filtration. The crystal obtained was washed with water and dissolved in chloroform to filter off undissolved substances. Recrystallization from benzene to give 550 mg (yield 73.4%) of the title compound.

Source