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ChemicalBook CAS DataBase List 10-Phenyl-10H-phenothiazine
7152-42-3

10-Phenyl-10H-phenothiazine synthesis

12synthesis methods
-

Yield:7152-42-3 97%

Reaction Conditions:

with tris-(dibenzylideneacetone)dipalladium(0);potassium tert-butylate;tri tert-butylphosphoniumtetrafluoroborate in toluene for 20 h;Inert atmosphere;Reflux;

Steps:

General procedure A - synthesis of N-phenylphenothiazines.
General procedure: N-phenylphenothiazineswere synthesized similarily to the reported procedure [S2]. Phenothiazine(1.00 equiv) was dissolved in anhydrous toluene (0.51 M). Bromobenzene(1.22 equiv), KOt-Bu (1.29 equiv) and (t-Bu)3PHBF4 (6 mol %) were added, followedby Pd2dba3 (3 mol % as 6 mol % Pd). The reaction mixture was degassed usingthree freeze-pump-thaw cycles and finally stirred under reflux for 20 °h. Afterreaching room temperature, 100 mL EtOAc and 50 mL water were added to thereaction mixture. After phase separation, the aqueous phase was extractedadditionally with 3 × 100 mL EtOAc. The combined organic phases were dried overNa2SO4, the solvent evaporated and the crude product purified by columnchromatography.

References:

Speck, Fabienne;Rombach, David;Wagenknecht, Hans-Achim [Beilstein Journal of Organic Chemistry,2019,vol. 15,p. 52 - 59] Location in patent:supporting information

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