368-71-8

Basic information

• Product Name: 3,4-DIAMINOBENZOTRIFLUORIDE
• Synonyms: Trifluoromethylbenzene, 3,4-diamine-;BUTTPARK 51\01-88;4-(TRIFLUOROMETHYL)-1,2-PHENYLENEDIAMINE;4-(TRIFLUOROMETHYL)-O-PHENYLENEDIAMINE;4-(TRIFLUOROMETHYL)BENZENE-1,2-DIAMINE;3,4-DIAMINOBENZOTRIFLUORIDE;3,4-DIAMINOTRIFLUOROMETHYLBENZENE;4-(Trifluoromethyl)-1,2-benzenediamine
• CAS NO: 368-71-8
• Molecular Formula: C₇H₇F₃N₂
• Molecular Weight: 176.14
• Product Categories: Amines and Anilines;Aromatic Halides (substituted);Benzotrifluoride Series
• Mol File: 368-71-8.mol

Chemical Properties

• Melting Point: 56-58 °C
• Boiling Point: 253℃
• Flash Point: 111℃
• Appearance: white to light yellow crystal powder
• Density: 1.381
• Vapor Pressure: 0.00539mmHg at 25°C
• Refractive Index: 1.535
• Storage Temp.: 2-8°C(protect from light)
• PKA: 2.94±0.10(Predicted)
• Water Solubility: Miscible with water.
• BRN: 909258
• CAS DataBase Reference: 3,4-DIAMINOBENZOTRIFLUORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIAMINOBENZOTRIFLUORIDE(368-71-8)
• EPA Substance Registry System: 3,4-DIAMINOBENZOTRIFLUORIDE(368-71-8)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22-22
• Safety Statements: 36/37/39-26
• RIDADR: 2811
• HazardClass: IRRITANT-HARMFUL
• PackingGroup: Ⅲ
• Hazardous Substances Data: 368-71-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3,4-DIAMINOBENZOTRIFLUORIDE is used as a pharmaceutical intermediate for the synthesis of various drugs and medications. Its unique chemical properties allow it to be a key component in the development of new pharmaceutical compounds, contributing to the advancement of medical treatments.
As a chemical intermediate, 3,4-DIAMINOBENZOTRIFLUORIDE plays a significant role in the production of different pharmaceuticals, enhancing the effectiveness and efficiency of drug development processes. Its presence in the pharmaceutical industry highlights its importance in creating innovative and life-saving medications.

InChI:InChI=1/C7H7F3N2/c8-7(9,10)5-2-1-4(11)3-6(5)12/h1-3H,11-12H2

Upstream product

• 402-14-2 2-nitro-5-(trifluoromethyl)aniline 
• 7732-18-5 water 
• 400-98-6 4-trifluoromethyl-2-nitroaniline 
• 3663-35-2 4-ethyl-2-nitroaniline 

Downstream Products

• 6742-82-1 2-Methyl-5-trifluormethyl-benzimidazol 
• 449-72-9 2,3-dimethyl-6-(trifluoromethyl)quinoxaline 
• 393-87-3 2,3-diphenyl-6-(trifluoromethyl)quinoxaline 
• 399-69-9 2,5-bis(trifluoromethyl)-1H-benzo[d]imidazole 
• 326-55-6 5-Trifluoromethylbenzimidazole 
• 4602-05-5 5-Trifluormethyl-2-phenyl-2,3-dihydro-1H-1,3,2-benzodiazaphosphol-2-oxid 
• 4600-22-0 2-phenyl-5-trifluoromethyl-2,3-dihydro-1H-benzo[1,3,2]diazaphosphole 2-sulfide 
• 133626-73-0 11-Ethyl-6-methyl-9-trifluoromethyl-6,11-dihydro-benzo[b]pyrido[2,3-e][1,4]diazepin-5-one 
• 55687-31-5 Lilly 72525 
• 102729-51-1 3-Phenyl-6-trifluoromethylquinoxalinyl-1H-2-one 
• 102729-47-5 3-phenyl-7-trifluoromethylquinoxalin-2(1H)-one 
• 62686-14-0 2-trifluoromethyl phenanthraphenazine 
• 55687-18-8 6-(trifluoromethyl)-2(1H)-quinoxalinone 
• 102729-44-2 2-methyl-3-phenyl-6-trifluoromethylquinoxaline 

Relevant articles and documents

Photocatalytic Oxidative [2+2] Cycloelimination Reactions with Flavinium Salts: Mechanistic Study and Influence of the Catalyst Structure

Flavinium salts are frequently used in organocatalysis but their application in photoredox catalysis has not been systematically investigated to date. We synthesized a series of 5-ethyl-1,3-dimethylalloxazinium salts with different substituents in the positions 7 and 8 and investigated their application in light-dependent oxidative cycloelimination of cyclobutanes. Detailed mechanistic investigations with a coumarin dimer as a model substrate reveal that the reaction preferentially occurs via the triplet-born radical pair after electron transfer from the substrate to the triplet state of an alloxazinium salt. The very photostable 7,8-dimethoxy derivative is a superior catalyst with a sufficiently high oxidation power (E=2.26 V) allowing the conversion of various cyclobutanes (with Eox up to 2.05 V) in high yields. Even compounds such as all-trans dimethyl 3,4-bis(4-methoxyphenyl)cyclobutane-1,2-dicarboxylate can be converted, whose opening requires a high activation energy due to a missing pre-activation caused by bulky adjacent substituents in cis-position.

Iridium-catalyzed direct C-H amidation of anilines with sulfonyl azides: Easy access to 1,2-diaminobenzenes

An Ir(iii)-catalyzed regioselective C-H amidation of anilines with sulfonyl azides is described. The developed protocol has good compatibility with diverse functional groups, efficiently providing the monoamidated products with good to excellent yields un

Mild and selective hydrogenation of nitro compounds using palladium nanoparticles supported on amino-functionalized mesocellular foam

We present the utilization of a heterogeneous catalyst comprised of Pd nanoparticles supported on aminopropyl-functionalized siliceous mesocellular foam (Pd0-AmP-MCF) for the selective hydrogenation of aromatic, aliphatic, and heterocyclic nitro compounds to the corresponding amines. In general, the catalytic protocol exclusively affords the desired amine products in excellent yields within short reaction times with the reactions performed at room temperature under ambient pressure of H2. Moreover, the reported Pd nanocatalyst displayed excellent structural integrity for this transformation as it could be recycled multiple times without any observable loss of activity or leaching of metal. In addition, the Pd nanocatalyst could be easily integrated into a continuous-flow device and used for the hydrogenation of 4-nitroanisole on a 2.5 g scale, where the product p-anisidine was obtained in 95% yield within 2 h with a Pd content of less than 1 ppm.

Synthesis and biological evaluation of 5-substituted derivatives of benzimidazole

A series of eight novel 5-substituted derivatives of benzimidazole was synthesized by condensation of the corresponding diamine with ethyl 4-[4- -(2-chlorophenyl)piperazin-1-yl]butanoate in refluxing 4 M hydrochloric acid. In vitro antibacterial activity against ten strains, namely Bacillus subtilis, Clostridium sporogenes, Streptosporangium longisporum, Micrococcus flavus, Sarcina lutea, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Salmonella enteritidis and Proteus vulgaris and antifungal activity against two fungal strains, namely Candida albicans and Saccharomyces cerevisiae, were evaluated. Of all the compounds screened for activity, 2-{3-[4-(2-chlorophenyl) piperazin-1-yl]propyl}-5-iodo-1H-benzimidazole and 2-{3-[4-(2-chlorophenyl) piperazin-1-yl]propyl}-5-methyl-1H-benzimidazole were associated with higher antifungal activity than commercial drugs.

Synthesis of riboflavines, quinoxalinones and benzodiazepines through chemoselective flow based hydrogenations

Robust chemical routes towards valuable bioactive entities such as riboflavines, quinoxalinones and benzodiazepines are described. These make use of modern flow hydrogenation protocols enabling the chemoselective reduction of nitro group containing building blocks in order to rapidly generate the desired amine intermediates in situ. In order to exploit the benefits of continuous processing the individual steps were transformed into a telescoped flow process delivering selected benzodiazepine products on scales of 50 mmol and 120 mmol respectively.

Naphthoylene(trifluoromethylbenzimidazole)-dicarboxylic acid imides for high-performance n-type organic field-effect transistors

1,8-Naphthoylene(trifluoromethylbenzimidazole)-4,5-dicarboxylic acid imide (NTFBII) derivatives were synthesized. The OFET devices based on these new materials showed typical n-type OFET behavior and achieved an electron mobility as high as 0.10 cm2

ENANTIOMERICALLY ENRICHED ARYLOAZOL-2-YL CYANOETHYLAMINO COMPOUNDS, METHOD OF MAKING AND METHOD OF USING THEREOF

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Synthesis, vasorelaxant activity and antihypertensive effect of benzo[d]imidazole derivatives

A series of 1H-benzo[d]imidazole analogues of Pimobendan, substituted at position 5 with either -CF3 or -NO2, were synthesized using a short synthetic route. All the nitro derivatives were potent, and exhibited a concentration- and partial endothelium-dependent vasorelaxant effects, with EC50s 50 value of 1.81 μM and Emax of 91.7% for ex vivo relaxant response in intact aortic rings, resulting in a 2.5-fold higher activity compared to Pimobendan. The closely related 5-CF3 analogue (compound 8), was 19 times less potent than 13. The antihypertensive activity of compound 13 was evaluated at doses of 25, 50 and 100 mg kg-1, using spontaneously hypertensive rats (SHR), showing a statistically significant dose-dependent effect.

Heterocyclic Compounds Useful as RAF Kinase Inhibitors

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COMPOUNDS USEFUL AS RAF KINASE INHIBITORS

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