Réaction #1121766

ord-7aa3577afe0645c797e04fc91e72a4c2

Équation de réaction

CN1c2ccccc2C(C(=O)O)c2ccccc21
10-methylacridan-9-carboxylic acid
CN1c2ccccc2C(C(=O)O)c2ccccc21
10-Methylacridan-9-carboxylic Acid
O=S(Cl)Cl
thionyl chloride
Nc1ccc(N=Nc2ccc(S(=O)(=O)[O-])cc2)cc1S(=O)(=O)[O-].[Na+].[Na+]
yellow acid
CN1c2ccccc2C(C(=O)Cl)c2ccccc21
acid chloride
CN1c2ccccc2C(C(=O)Cl)c2ccccc21
10-Methylacridan-9-carboxylic Acid chloride

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreInto a 50 mL round bottom flask equipped with magnetic stirrer and under an argon atmosphere
  2. 2
    ConcentrationThe light red brown solution was concentrated under reduced pressure
  3. 3
    Autrethe residue was dried for 15 min

Mode opératoire

Into a 50 mL round bottom flask equipped with magnetic stirrer and under an argon atmosphere was charged a solution of 0.305 parts of 10-methylacridan-9-carboxylic acid (77) in 15 mL of dichloromethane and cooled to 5° C. (ice-water). Then, 1.05 parts of thionyl chloride was added to the cold yellow acid solution and stirred for 1.5 hr at a temperature below 15° C. The light red brown solution was concentrated under reduced pressure and the residue was dried for 15 min to give acid chloride (78).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08546150B2uspto-grants-2013_10