Thionyl Chloride → Acridine-1-carboxylic acid
Reaction equation
O.[C:2]1([C:16]([OH:18])=[O:17])[C:15]2[C:6](=[N:7][C:8]3[C:13]([CH:14]=2)=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:5]=[CH:4][CH:3]=1.S(Cl)(Cl)=O>O1CCOCC1>[C:2]1([C:16]([OH:18])=[O:17])[C:15]2[C:6](=[N:7][C:8]3[C:13]([CH:14]=2)=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:5]=[CH:4][CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
Acridine carboxylic acid hydrate (4.6 g, made by Aldrich Chemical Company) was dissolved in 200 ml of dioxane, and 2.4 g of thionyl chloride (made by Kanto Kagaku K.K.) was added thereto dropwise. The reaction was carried out at 60° C. for 1 hour. To this was further added 1.15 g of arylamine and heated at 60° C. for 2 hours. The solution was concentrated under reduced pressure to 50 ml, crystallized by ice cooling, and separated by filtration to obtain 2.2 g of arylamineamide of acridine carboxylic acid.