Réaction #417901

ord-523b9c4e97b643f8ad5dbfb9b5aeeea5

Équation de réaction

O=P(Cl)(Cl)Cl
phosphoryl chloride
[O-][n+]1ccnc2c3ccccc3c3ccccc3c21
dibenzo[f,h]quinoxaline-1-oxide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Clc1cnc2c3ccccc3c3ccccc3c2n1
2-Chloro-Dibenzo[f,h]Quinoxaline
Rendement 93.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autreobtained in the above Step 1
  2. 2
    Températurewhile being heated
  3. 3
    Températureunder reflux for 1 hour
  4. 4
    FiltrationThis solution was filtered
  5. 5
    Lavagethe obtained residue was washed with water
  6. 6
    Autremethanol to give
  7. 7
    Autrethe object of the synthesis (as a pale yellow powder in a yield of 93%)
  8. 8
    AutreThe synthesis scheme of Step 2

Mode opératoire

Next, 18 mL of phosphoryl chloride was dripped into 2.91 g of dibenzo[f,h]quinoxaline-1-oxide obtained in the above Step 1. This mixed solution was stirred while being heated under reflux for 1 hour. This mixed solution was poured into iced water, followed by addition of potassium carbonate so that the mixture was alkaline. This solution was filtered, and the obtained residue was washed with water and then methanol to give the object of the synthesis (as a pale yellow powder in a yield of 93%). The synthesis scheme of Step 2 is illustrated in the following (a″′-2-2).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08877351B2uspto-grants-2014_11