Ettel, Viktor published the artcileLocal anesthetics derived from acylaminoacridine, Product Details of C23H20BN, the publication is Chemicke Listy pro Vedu a Prumysl (1957), 1906-8, database is CAplus.
Preparing Xylocaine analogs of the type RNHCOCH2NEt2 (I) where R is acridine or its derivatives gave compounds with biol. activity approximating that of Procaine but with considerably lower toxicity. Adding 3 g. ClCH2COCl to 9.7 g. 9-aminoacridine in 400 ml. Me2CO, boiling the mixture shortly under reflux, filtering while hot, and evaporating Me2CO gave 13.3 g. crude 9-(chloroacetylamino)acridine (II), m. 212° (decomposition, from EtOH). Adding 4 g. NHEt2 to suspension of 5.4 g. II in 250 ml. PhMe, refluxing the mixture 8 hrs., separating the precipitated HCl-salt, evaporating the solution, extracting the base with dilute HCl, and precipitating with aqueous NH4OH gave 5.5 g. I (R = 9-acridyl), m. 132° (C6H6); dihydrochloride, m. 220° (decomposition). Adding MeONa solution from 8 g. Na and 200 ml. MeOH to suspension of 22.6 g. tetrahydroacridine-9-carboxylamide in 45 ml. MeOH, dropping into the mixture with stirring at 20° 28.5 g. Br in 1 hr., raising the temperature to boiling in 1 hr., boiling shortly, cooling down, neutralizing with AcOH, distilling the MeOH, diluting with an equal volume of H2O, separating the precipitated urethan, decomposing by heating with excess 30% H2SO4 1 hr. on an H2O-bath, filtering, and precipitating the base with NaOH gave 15 g. 9-amino-1,2,3,4-tetrahydroacridine (III), m. 178° (EtOH). III (20 g.) heated in a sealed tube with 17 g. ClCH2COCl 4 hrs. to 130-5°, the reaction mixture dissolved in H2O, the solution filtered with C, and the product precipitated with NH4OH gave 25 g. 9-(chloroacetylamino)-1,2,3,4-tetrahydroacridine (IV), m. 207° (EtOH). IV (5.5 g.) allowed to react with 4.0 g. NHEt2 in 250 ml. PhMe gave 6.6 g. I [R = 9-(1,2,3,4-tetrahydroacridyl)], m. 80° (aqueous EtOH); dihydrochloride, m. 235°. Reducing the preceding base (7.7 g.) in boiling EtOH by adding portionwise 200 g. 4% Na-Hg in the presence of NaHCO3 in a stream of CO2, cooling the mixture, separating Hg, and distilling EtOH in vacuo gave 7.2 g. I [R = 9-(1,2,3,4,9,10,11,12-octahydroacridyl)], m. 50°.
Chemicke Listy pro Vedu a Prumysl published new progress about 971-66-4. 971-66-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is Triphenyl(pyridin-1-ium-1-yl)borate, and the molecular formula is C23H20BN, Product Details of C23H20BN.
Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem