Hori, Mikio published the artcileReactivities of heteroaromatic cations containing a group VIB element in nucleophilic reactions. Reactions of 9-phenyl-xanthylium, -thioxanthylium, and -selenoxanthylium salts with amines, sodium phenolate, and sodium benzenethiolate, Synthetic Route of 596-38-3, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1988), 2271-6, database is CAplus.
Addition of amines RH (R = morpholino, piperidino, NEt2, 4-MeNHC6H4, 4-Me2NC6H4) to 9-phenylchalcogenoxanthylium perchlorates I (X = O, S) gave the expected addition products II (X = O, S; R = same) in 91-98% yields. Addition of PhNH2 or PhONa to I (X = O, S, Se) gave mixtures of I (X = O, S, Se; R = NHPh, OPh, 4-H2NC6H4, 4-HOC6H4) and 1:2 addition products III (X1 = NH, O). II (R = NHPh) underwent Hofmann-Martius rearrangement to II (R = 4-H2NC6H4). III (X1 = O) underwent cleavage with HCl to give II (R = OH) and II (R = 4-HOC6H4). Addition of PhSNa to I (X = O, S, Se) gave only II (R = SPh).
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 596-38-3. 596-38-3 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Benzene,Alcohol, name is 9-Phenyl-9H-xanthen-9-ol, and the molecular formula is C19H14O2, Synthetic Route of 596-38-3.
Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts