Untersuchungen über Phenthiazinderivate III: Über die Synthese von 10-(Piperazinoalkyl)-phenthiazinen

Hromatka, O.; Sauter, F.; Schlager, L. H.

doi:10.1007/bf00901625

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“…Herstellung von Metlzyl- (2-nitrophenyl) 25 Aus einem Gemisch von 800 ml Athylenglycol-monomethylather und 11 1 g 7Oproz. Natriumhydrogensulfid werden 300 ml abdestilliert.…”

Section: Discussionunclassified

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Notizen zur Synthese von 2‐Aminophenylsulfonen

Courtin

Tobel

Auerbach

1980

Helvetica Chimica Acta

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Syntheses of some Alkyl, Cycloalkyl and AryI2-Aminophenyl Sulfones SummarySyntheses of the alkyl, cycloalkyl and aryl 2-aminophenyl sulfones 10 were achieved by oxidation of the corresponding 2-nitrophenyl sulfides 7 to the 2-nitrophenyl sulfones 9 followed by ethanolic BPchamp-reduction. The sulfides 7 in turn were obtained either by reactions of 2-nitro-thiophenol (8) with the appropriate alkyl and cycloalkyl halides or of 2-chloro-nitrobenzene (5) with the relevant thiols. Condensation of 2-nitrobenzenesulfinic acid (3) with bromoacetic acid in aqueous alkaline solution led -presumably via 2-nitrophenylsulfonylacetic acid (4) -to methyl 2 nitrophenyl sulfone (l), reduction of which gave 2-aminophenyl methyl sulfone (2). Treatment of 2-aminothiophenol (11) with t-butyl alcohol in aqueous sulfuric acid gave 2-aminophenyl t-butyl sulfide (12), which was acetylated to o-t-butylthio-acetanilide (13). Oxidation of the latter to o-t-butylsulfonylacetanilide (14) followed by hydrolysis led to 2-aminophenyl t-butyl sulfone (15). Als Methode zur Herstellung von

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“…Herstellung von Metlzyl- (2-nitrophenyl) 25 Aus einem Gemisch von 800 ml Athylenglycol-monomethylather und 11 1 g 7Oproz. Natriumhydrogensulfid werden 300 ml abdestilliert.…”

Section: Discussionunclassified

“…erhaltenen Probe: 104 (22, M+). 89 (1 l), 57 (loo), 56 (25), 55 (48), 47 (12), 41 (61), 39 (19), 29 (37), 27 (15).…”

Section: Discussionunclassified