3939-23-9|3-Bromo-10H-phenothiazine| Ambeed

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Quality Control of [ 3939-23-9 ] Purity: 97% SDS Specification

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Product Details of [ 3939-23-9 ]

CAS No. :	3939-23-9
Formula :	C₁₂H₈BrNS
M.W :	278.17
SMILES Code :	BrC1=CC=C2NC3=C(C=CC=C3)SC2=C1
MDL No. :	MFCD23160729
InChI Key :	JEWIAYIESCUSKQ-UHFFFAOYSA-N
Pubchem ID :	283308

Safety of [ 3939-23-9 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of [ 3939-23-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 3939-23-9 ]
Downstream synthetic route of [ 3939-23-9 ]

[ 3939-23-9 ] Synthesis Path-Upstream 1~6

1
[ 92-84-2 ]
[ 3939-23-9 ]

Yield	Reaction Conditions	Operation in experiment
45%	With N-Bromosuccinimide In tetrahydrofuran at 0℃; for 16 h; Inert atmosphere	In a nitrogen-flushed 250 mL round-bottom flask with a magnetic stir bar and septum 10Hphenothiazine (7.97 g, 40.0 mmol) was dissolved in dry THF (60 mL) under nitrogen. The dark solution was deaerated by a constant stream of nitrogen through a syringe for 10 min and cooled to 0 °C (ice bath/water). N-Bromosuccinimide (7.12 g, 40.0 mmol) was slowly added to the reaction mixture under nitrogen, then stirred for 16 h and allowed to come to room tempetature. To this solution was added a saturated aqueous solution of sodium sulfite (150 mL) and the aqueous layer was extracted several times with dichloromethane. The combined organic layers were dried with anhydrous magnesium sulfate and filtered. Thesolvents were removed in vacuo and the residue was adsorbed onto celite®and purified by chromatography on silica gel (n-hexane/ethyl acetate 20:1) to give 4.95 g (45percent) of 3-bromo-10H-phenothiazine as a colorless solid, Rf (n-hexane/acetone 4:1) = 0.33. The 1H NMRspectrum was in agreement with the literature.1H NMR (CDCl3, 300 MHz): 5.89 (s, br, 1 H), 6.52 (m, 1 H), 6.61 (m, 1 H), 6.83-7.15 (m, 5 H).

References: [1] Beilstein Journal of Organic Chemistry, 2016, vol. 12, p. 2055 - 2064.
[2] Journal of Materials Chemistry, 2010, vol. 20, # 39, p. 8653 - 8658.
[3] Journal of Materials Chemistry C, 2014, vol. 2, # 20, p. 3942 - 3950.

2
[ 6320-02-1 ]
[ 562080-91-5 ]
[ 3939-23-9 ]

References: [1] RSC Advances, 2016, vol. 6, # 29, p. 24257 - 24260.

3
[ 6320-03-2 ]
[ 562080-91-5 ]
[ 3939-23-9 ]

References: [1] RSC Advances, 2016, vol. 6, # 29, p. 24257 - 24260.

4
[ 92-84-2 ]
[ 3939-23-9 ]
[ 21667-32-3 ]

References: [1] Organic and Biomolecular Chemistry, 2009, vol. 7, # 10, p. 2036 - 2039.

5
[ 137-07-5 ]
[ 3939-23-9 ]

References: [1] Patent: WO2017/222466, 2017, A1, .

6
[ 3460-18-2 ]
[ 3939-23-9 ]

References: [1] Patent: WO2017/222466, 2017, A1, .

[ 3939-23-9 ] Synthesis Path-Downstream 1~35

1
perchlorate of the radical cation of phenothiazine [ No CAS ]
[ 3939-23-9 ]

References: [1]Journal of Organic Chemistry,1972,vol. 37,p. 2691 - 2697.

2
[ 591-50-4 ]
[ 3939-23-9 ]
[ 89922-57-6 ]

References: [1]Journal of Organic Chemistry,1984,vol. 49,p. 1905 - 1908.

3
[ 3939-23-9 ]
[ 124-38-9 ]
[ 68230-59-1 ]