| Identification | More | [Name]
2-(Trifluoromethyl)phenothiazine | [CAS]
92-30-8 | [Synonyms]
2-(TRIFLOUOMETHYL) PHENOTHIAZINE
2-TRIFLUORO-10H-PHENOTHIAZINE
2-TRIFLUOROMETHYL-10H-PHENOTHIAZINE
2-(TRIFLUOROMETHYL)PHENOTHIAZINE
TIMTEC-BB SBB003058
2-(trifluoromethyl)-10h-phenothiazin
2-(Trifluoromethyl)dibenzothiazine
2-(trifluoromethyl)-phenothiazin
2-(Trifluoromethyl)thiodiphenylamine
Phenothiazine, 2-(trifluoromethyl)-
Trifluoromethylphenothiazine
2-Trilfluoromethyl Phenothiazine
2-Triflouromethylphenothiazine
10H-Phenothiazine, 2-(trifluoromethyl)-
2-(Trifluoromethyl)phenothiazine97%
2-Trifluoro Phenothiazine
2-(TRIFLUOROMETHYL)PHENOTHIAZINEFLUPHEANZINE | [EINECS(EC#)]
202-145-7 | [Molecular Formula]
C13H8F3NS | [MDL Number]
MFCD00005018 | [Molecular Weight]
267.27 | [MOL File]
92-30-8.mol |
| Chemical Properties | Back Directory | [Appearance]
YELLOW TO GREEN POWDER | [Melting point ]
188-190 °C(lit.)
| [Boiling point ]
361.1±42.0 °C(Predicted) | [density ]
1.3491 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
-2.60±0.20(Predicted) | [color ]
Pale Yellow to Light Green | [BRN ]
226580 | [InChI]
InChI=1S/C13H8F3NS/c14-13(15,16)8-5-6-12-10(7-8)17-9-3-1-2-4-11(9)18-12/h1-7,17H | [InChIKey]
RKGYJVASTMCSHZ-UHFFFAOYSA-N | [SMILES]
C1=C2C(SC3=C(N2)C=CC=C3)=CC=C1C(F)(F)F | [CAS DataBase Reference]
92-30-8(CAS DataBase Reference) | [NIST Chemistry Reference]
10H-phenothiazine, 2-(trifluoromethyl)-(92-30-8) | [EPA Substance Registry System]
92-30-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R22:Harmful if swallowed. | [Safety Statements ]
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
SP5620000
| [Hazard Note ]
Irritant | [TSCA ]
T | [REACH Registrations]
Active | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [Chemical Properties]
YELLOW TO GREEN POWDER | [Uses]
2-(Trifluoromethyl)phenothiazine is used in the synthesis of antitubercolosis pharmaceuticals as well as antiproliferatives. | [Definition]
ChEBI: 2-(trifluoromethyl)-10H-phenothiazine is a member of phenothiazines. | [Synthesis]
GENERAL STEPS: To an oven-dried 25 mL milled-neck test tube fitted with a stirrer, S-(2-acetamidophenyl) thioacetate (0.5 mmol), 3-iodo-4-chlorobenzotrifluoride (0.6 mmol), Cs2CO3 (2.0 mmol), and DMF (3 mL) were added sequentially. The test tube was sealed with a rubber septum, evacuated and replaced with argon for three cycles. The reaction mixture was stirred at 130 °C for 10 hours. Upon completion of the reaction, it was cooled to room temperature, the reaction was quenched with deionized water (20 mL) and extracted with ethyl acetate (20 mL x 3). The organic phases were combined, dried with anhydrous MgSO4 and concentrated under reduced pressure to remove the solvent. The resulting crude product was purified by silica gel column chromatography using gradient elution (eluent: petroleum ether/ethyl acetate) to afford the target compound 2-trifluoromethyl phenothiazine. | [References]
[1] Synthetic Communications, 2017, vol. 47, # 7, p. 710 - 715 |
|
|