ChemicalBook--->CAS DataBase List--->66820-95-9

66820-95-9

66820-95-9 Structure

66820-95-9 Structure
IdentificationBack Directory
[Name]

2-Bromo-10H-phenothiazine
[CAS]

66820-95-9
[Synonyms]

2-Bromo-10H-phenothiazine
2-Bromo-10H-phgenothiazine
10H-Phenothiazine, 2-bromo-
[Molecular Formula]

C12H8BrNS
[MOL File]

66820-95-9.mol
[Molecular Weight]

278.17
Chemical PropertiesBack Directory
[storage temp. ]

Sealed in dry,Room Temperature
[Appearance]

Light yellow to yellow Solid
Safety DataBack Directory
[REACH Registrations]

Active
Hazard InformationBack Directory
[Uses]

2-Bromo-10H-phenothiazine is a useful reactant in organic synthesis.
[Synthesis]

4-BROMO-2-CHLORO-1-IODOBENZENE

31928-47-9

Ethanethioic acid,S-[2-(acetylamino)phenyl] ester

1204-55-3

2-Bromo-10H-phenothiazine

66820-95-9

General procedure for the synthesis of 2-bromo-10H-phenothiazine from 4-bromo-2-chloroiodobenzene and S-(2-acetamidophenyl) thioacetate: to a 25 mL oven-dried, ground-mouth test tube fitted with a stirrer, was added sequentially S-(2-acetamidophenyl) thioacetate (0.5 mmol), 4-bromo-2-chloroiodobenzene (0.6 mmol), Cs2CO3 (2.0 mmol) and DMF (3 mL). The test tube was sealed with a sleeve rubber stopper, evacuated and replaced with argon, and this operation was repeated three times. The reaction mixture was stirred at 130°C for 10 hours. After completion of the reaction, it was cooled to room temperature, the reaction was quenched with water (20 mL) and extracted three times with ethyl acetate (20 mL). The organic layers were combined, dried with anhydrous MgSO4 and subsequently concentrated under reduced pressure on a rotary evaporator. Finally, the residue was purified by silica gel column chromatography using gradient elution (eluent: petroleum ether/ethyl acetate) to afford the target product 2-bromo-10H-phenothiazine.

[References]

[1] Synthetic Communications, 2017, vol. 47, # 7, p. 710 - 715
Spectrum DetailBack Directory
[Spectrum Detail]

2-Bromo-10H-phenothiazine(66820-95-9)1HNMR
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