92-30-8

Basic information

• Product Name: 2-(Trifluoromethyl)phenothiazine
• Synonyms: 2-(Trifluoromethyl)dibenzothiazine;2-(trifluoromethyl)-phenothiazin;2-(Trifluoromethyl)thiodiphenylamine;Phenothiazine, 2-(trifluoromethyl)-;Trifluoromethylphenothiazine;TIMTEC-BB SBB003058;2-Trilfluoromethyl Phenothiazine;2-Triflouromethylphenothiazine
• CAS NO: 92-30-8
• Molecular Formula: C₁₃H₈F₃NS
• Molecular Weight: 267.27
• EINECS: 202-145-7
• Product Categories: Xanthones;Trifluoperazine Fluphenazine;Trifluoperzine
• Mol File: 92-30-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: 188-190 °C(lit.)
• Boiling Point: 361.1 °C at 760 mmHg
• Flash Point: 172.2 °C
• Appearance: yellow to green powder
• Density: 1.3491 (estimate)
• Vapor Pressure: 1.49E-10mmHg at 25°C
• Refractive Index: 1.531
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: -2.60±0.20(Predicted)
• BRN: 226580
• CAS DataBase Reference: 2-(Trifluoromethyl)phenothiazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Trifluoromethyl)phenothiazine(92-30-8)
• EPA Substance Registry System: 2-(Trifluoromethyl)phenothiazine(92-30-8)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-22
• Safety Statements: 36-37/39-26
• WGK Germany: 3
• RTECS: SP5620000
• TSCA: T
• Hazardous Substances Data: 92-30-8(Hazardous Substances Data)

Usage

Uses

2-(Trifluoromethyl)phenothiazine is used in the synthesis of antitubercolosis pharmaceuticals as well as antiproliferatives.

InChI:InChI=1/C22H28O7/c1-23-17-11-21(27-5)19(25-3)9-13(17)15-7-8-16(29-15)14-10-20(26-4)22(28-6)12-18(14)24-2/h9-12,15-16H,7-8H2,1-6H3/t15-,16-/m1/s1

Upstream product

• 101-23-5 N-(3-trifluoromethylphenyl)aniline 
• 694-80-4 2-bromo-1-chlorobenzene 
• 19406-49-6 2-amino-4-trifluoromethylthiophenol 
• 583-55-1 1-Bromo-2-iodobenzene 
• 6320-02-1 o-bromothiophenol 
• 105202-02-6 2-iodo-4-(trifluoromethyl)benzenamine 
• 1554-60-5 1-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)ethan-1-one 
• 672-57-1 1-chloro-2-iodo-4-(trifluoromethyl)benzene 
• 1204-55-3 thioacetic acid S-(2-acetylamino-phenyl)ester 
• 1444-47-9 N-(2-mercaptophenyl) acetamide 
• 481075-58-5 2-bromo-1-iodo-4-(trifluoromethyl)benzene 
• 108-94-1 cyclohexanone 
• 328-14-3 2-(2-Bromo-phenylsulfanyl)-5-trifluoromethyl-phenylamine 
• 118-91-2 ortho-chlorobenzoic acid 

Downstream Products

• 939382-32-8 C₂₁H₁₅F₃INS 
• 38221-55-5 2-chloro-1-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)ethanone 
• 573-14-8 3-(2-trifluoromethyl-phenothiazin-10-yl)propionitrile 
• 146-54-3 triflupromazine 

Relevant articles and documents

Combined KOH/BEt3Catalyst for Selective Deaminative Hydroboration of Aromatic Carboxamides for Construction of Luminophores

The selective catalytic C-N bond cleavage of amides into value-added amine products is a desirable but challenging transformation. Molecules containing iminodibenzyl motifs are prevalent in pharmaceutical molecules and functional materials. Here we established a combined KOH/BEt3 catalyst for deaminative hydroboration of acyl-iminodibenzyl derivatives, including nonheterocyclic carboxamides, to the corresponding amines. This novel transition-metal-free methodology was also applied to the construction of Clomipramine and luminophores.

Hydride-catalyzed selectively reductive cleavage of unactivated tertiary amides using hydrosilane

The first hydride-catalyzed reductive cleavage of various unactivated tertiary amides, including the biologically active aryl-phenazine carboxamides and the challenging non-heterocyclic carbonyl functions, using low-cost hydrosilane as a reducing reagent has been developed. The novel catalyst system exhibits high efficiency and exclusive selectivity, providing the desired amines in useful to excellent yields under mild conditions. Overall, this transition metal-free process may offer a versatile alternative to currently employed expensive reducing reagents, high-pressure hydrogen or metal systems for the selective reductive cleavage of amides.

Iron catalytic phenothiazine synthetic method of compound

The invention provides a synthetic method of an iron-catalyzed phenothiazine compound. The synthetic method comprises the following step: in the presence of an iron salt catalyst, a ligand and an alkali, carrying out C-S coupling, C-N coupling and deacylation reaction on raw materials (N-(2-sulfydryl phenyl) acetamide and o-dibromobenzene) at a certain temperature to obtain the phenothiazine compound. The synthetic method provided by the invention is simple in operation, mild in condition, wide in application range, relatively high in yield and short in reaction time and has a good industrial prospect.