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Chemical Structure| 333-27-7 Chemical Structure| 333-27-7

Structure of 333-27-7

Chemical Structure| 333-27-7

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Product Citations

Product Citations

Dawid Zielinski ; Andrea Szpecht ; Paulina Nadobna ; Magdalena Palacz ; Marcin Smiglak ;

Abstract: This paper presents a comprehensive investigation of the synthesis and properties of anilinium-based (AnILs) incorporating dicyanamide [DCA] and [OTf] anions. This study systematically examines the thermal behavior of these AnILs, highlighting the influence of cation size on distinct thermal transitions. Crucially, detailed thermal analyses were conducted for both AnILs and their corresponding systems. AnILs featuring [DCA] anion exhibited lower enthalpy values, indicative of a gradual polymerization process with potential energy inefficiency. In contrast, AnILs with [OTf] anion displayed elevated enthalpy values, signifying accelerated polymerization and significant potential for crosslinking. The resulting coatings were subjected to meticulous mechanical analyses. Notably, AnILs with a dicyanamide anion exhibited a noteworthy correlation between increased strength, enhanced crosslinking, and heightened structural complexity. Conversely, anilinium-based with [OTf] anion displayed distinctive polymerization behavior, even at lower temperatures. Investigation of the curing mechanics uncovered distinct polymerization pathways influenced by factors such as anion strength, dealkylation initiation temperature, and structural branching. Tensile strength assessments of coatings with anion revealed intriguing behavior, indicating that additional reinforcement during curing, is essential for maintaining structural integrity in impact-prone scenarios. Moreover, this study proposed a novel mechanism involving residual molecules that influence structural outcomes. Overall, this research provides valuable insights into the intricate interplay of AnILs structures, polymerization dynamics, and mechanical properties, providing a foundational understanding for future advancements in functional coating applications.

Keywords: ; coating ; Ionic liquids ; Composites ; Flax-fiber ; reinforcement

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Product Details of [ 333-27-7 ]

CAS No. :333-27-7
Formula : C2H3F3O3S
M.W : 164.10
SMILES Code : COS(=O)(C(F)(F)F)=O
MDL No. :MFCD00000409
InChI Key :OIRDBPQYVWXNSJ-UHFFFAOYSA-N
Pubchem ID :9526

Safety of [ 333-27-7 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H226-H314
Precautionary Statements:P280-P305+P351+P338-P310
Class:8(3)
UN#:2920
Packing Group:

Application In Synthesis of [ 333-27-7 ]

* 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.

  • Downstream synthetic route of [ 333-27-7 ]

[ 333-27-7 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 56469-02-4 ]
  • [ 333-27-7 ]
  • [ 129075-49-6 ]
  • 2
  • [ 4316-42-1 ]
  • [ 333-27-7 ]
  • [ 174899-66-2 ]
YieldReaction ConditionsOperation in experiment
95% 4.1-First Variant:Methyl trifluoromethanesulfonate (C. D. Beard et al; J. Org. Chem; 1973, 38, 3673) (4.26 g; 26.0 mmol) was added drop by drop, under stirring, into a cold solution (0 C.) of 2-butyl-imidazolium (3.10 g; 25.0 mmol) in 20 mL of dichloromethane. The resulting mixture was stirred for 30 minutes. 1 drop of water was added and shaken for one more hour. The reaction mixture was treated with anhydrous sodium carbonate and the resulting suspension was shaken for 30 minutes. Filtering followed by evaporation of the solvent produced the desired BMI.CF3SO3, a light yellow liquid (6.84 g; 95% yield). RMN-1H (CDCl3) delta: 9.03 (1H, s, C-H imidazolium); 7.48 (1H, s, C-H imidazolium); 7.47 (1H, s, C-H imidazolium); 5 4.21 (2H, t, J=7.3 Hz, NCH2); 3.97 (3H, s, NCH3); 1.87 (2H, quintet, J=7.3 Hz, CH2); 1.36 (2H, sextet, J=7.3 Hz, CH2); 0.91 (3H, t, J=7.3 Hz, CH3).
  • 3
  • [ 1202-25-1 ]
  • [ 333-27-7 ]
  • 4-(carboxylic acid methyl ester)-N,N,N-trimethylanilinium trifluoromethanesulfonate [ No CAS ]
  • 5
  • [ 38222-83-2 ]
  • [ 4099-85-8 ]
  • [ 333-27-7 ]
  • [ 33985-44-3 ]
YieldReaction ConditionsOperation in experiment
61% In dichloromethane; Methyl 5-O-methyl-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside. Methyl 2,3-O-(1-methylethylidene)-beta-D-ribofuranoside (13.3 g, 60 mmol), 2,6-di-t-butyl-4-methylpyridine (20.0 g, 100 mmol) and methyl trifluoromethylsulfonate (16.0 g, 100 mmol) were dissolved in dry dichloromethane (150 ml) placed in a closed reactor and heated to 80° C. After cooling, the reaction mixture was poured onto ice (150 ml). After standing, the product was extracted into dichloromethane (2*100 ml) and the combined extracts were dried (MgSO4) and evaporated in vacuo. The residue was purified by flash chromatography eluding with a mixture of cyclohexane and ethyl acetate (3:1) to afford methyl 5-O-methyl-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside (8.0 g, 61percent) as an oil. 1 H-NMR (400 MHz, CDCl3) delta1.30 (3H, s, --CH3), 1.50 (3H, s, --CH3), 3.32 (3H, s, --OCH3), 3.39 (3H, s, --OCH3), 3.35-3.45 (2H, m, H-5a and H-5b), 4.30 (1H, t, H-4), 4.57 (1H, d, H-3), 4.65 (1H, d, H-2), 4.97 (1H, s, H-1).
  • 6
  • [ 38222-83-2 ]
  • 5-Hydroxy-2,2-dimethoxy-5-(2,2,4-trimethyl-1,3dioxolan-4-yl)pentan-3-one [ No CAS ]
  • [ 333-27-7 ]
  • 2,2,5-trimethoxy-5-(2,2,4-trimethyl-1,3-dioxolan-4-yl)pentan-3-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium borohydrid; In tetrachloromethane; ethanol; A) (4-RS,5SR)-2,2,5-trimethoxy-5-(2,2,4-trimethyl-1,3-dioxolan-4-yl)pentan-3-ol Methyl trifluoromethanesulphonate (1.42 ml, 12.5 mmol) was added in one portion to a stirred solution of (4-RS,5SR)5-hydroxy-2,2-dimethoxy-5-(2,2,4-trimethyl-1,3-dioxolan-4-yl)pentan-3-one (2.77 g, 10 mmol) (prepared in example 20, part A) and <strong>[38222-83-2]2,6-di-tert-butyl-4-methylpyridine</strong> (2.58 g, 12.5 mmol) in carbon tetrachloride (50 ml) at room temperature under argon. The mixture was heated under reflux for 24 h after which time tlc showed incomplete reaction. Further methyl trifluoromethanesulphonate (1.4 ml) and <strong>[38222-83-2]2,6-di-tert-butyl-4-methylpyridine</strong> (2.58 g) were added and the heating was continued for a further 48 h. The reaction mixture was cooled in ice and filtered. The filtrate was washed twice with water, dried (MgSO4), and concentrated to give a brown oil (4.5 g) which was dissolved in ethanol (50 ml) and treated with sodium borohydride (1.13 g, 30 mmol). After 15 min, the solvent was evaporated and the residue partitioned between ethyl acetate and water. The organic layer was separated and the aqueous phase extracted twice with ethyl acetate. The combined organic phase was dried (MgSO4), filtered, and concentrated to yield an oil (4.5 g) containing title compound A as a mixture of epimers at the 3-position, which was cyclised without further purification.
  • 7
  • ammonium hexafluorophosphate [ No CAS ]
  • [7,15-diformyl-1,5,9,13,-tetraazacyclotetradeca-5,7,13,15-tetraenato-(2)]-nickel [ No CAS ]
  • [ 13093-04-4 ]
  • [ 333-27-7 ]
  • (3,10-dimethyl-3,10,14,18,21,25-hexaazabicyclo[10.7.7]hexacosa-1,11,13,18,20,25-hexaene-k(4)N(14,18,21,25))nickel hexafluorophosphate [ No CAS ]
  • 8
  • [ 288-16-4 ]
  • pentafluorophenyl(tetrahydrothiophene)gold(I) [ No CAS ]
  • [ 333-27-7 ]
  • [Au(C6F5)(CCH=CHN(Me)S)2] [ No CAS ]
  • [Au(CCH=CHN(Me)S)2]CF3SO3 [ No CAS ]
  • 9
  • [ 288-16-4 ]
  • [ 39929-21-0 ]
  • [ 333-27-7 ]
  • [Au(CCH=CHN(Me)S)2]CF3SO3 [ No CAS ]
  • 10
  • [ 52833-63-3 ]
  • [ 333-27-7 ]
  • C9H7F4NO3S [ No CAS ]
  • 11
  • [ 52522-40-4 ]
  • [ 1201000-22-7 ]
  • [ 75-05-8 ]
  • [ 333-27-7 ]
  • [(CH3NC5H3CHO)Pd(NCCH3)3](2+)*2O3SCF3(1-)=[(CH3NC5H3CHO)Pd(NCCH3)3](O3SCF3)2 [ No CAS ]
  • 12
  • [ 34259-99-9 ]
  • [ 333-27-7 ]
  • [ 1341198-69-3 ]
  • 13
  • [ 13925-00-3 ]
  • [ 15243-33-1 ]
  • [ 333-27-7 ]
  • [Ru3H(CO)10(C4H2N2(CH3)C2H5)](1+)*O3SCF3(1-)=[Ru3H(CO)10(C4H2N2(CH3)C2H5)]O3SCF3 [ No CAS ]
  • 14
  • [ 21252-69-7 ]
  • [ 333-27-7 ]
  • [ 403842-84-2 ]
  • 15
  • [ 2592-18-9 ]
  • [ 333-27-7 ]
  • (2S,3S)-methyl 2-[(tert-butoxycarbonyl)amino]-3-methoxybutanoate [ No CAS ]
  • 17
  • [ 154471-65-5 ]
  • [ 333-27-7 ]
  • 1,2-dimethyl-3-(trifluoromethyl)-1H-pyrazolium triflate [ No CAS ]
YieldReaction ConditionsOperation in experiment
79% In dichloromethane; at 20℃; To a stirred solution of 11.5 g (76,6 mmol) l-methyl-3-(trifluoromethyl)- lH-pyrazole (2) in dichloromethane (100 ml) was added 8.75 ml (79.8 mmol) of methyltriflate. The solvent was removed after stirring overnight at ambient temperature. Crystallization from MTBE gave 19 g (79 %) of the ionic liquid 6 as colourless solid.
79% In dichloromethane; at 20℃; To a stirred solution of 11.5 g (76,6 mmol) <strong>[154471-65-5]1-methyl-3-(trifluoromethyl)-1H-pyrazole</strong> (2) in dichloromethane (100 ml) was added 8.75 ml (79.8 mmol) of methyltriflate. The solvent was removed after stirring overnight at ambient temperature. Crystallization from MTBE gave 19 g (79 %) of the ionic liquid 6 as colourless solid.
  • 18
  • [ 13578-51-3 ]
  • [ 333-27-7 ]
  • [ 1606162-81-5 ]
YieldReaction ConditionsOperation in experiment
24% In dichloromethane; at 0℃; for 2h;Inert atmosphere; Schlenk technique; In a Schlenk flask (20 mL), a solution of <strong>[13578-51-3]1-(p-toluenesulfonyl)-1,2,4-triazole</strong> (1a) (447 mg, 2.00 mmol) in dry CH2Cl2 (15 mL) was added methyl triflate (410 mg, 2.50 mmol) at 0 C, and the reaction mixture was stirred at 0 C for 2 h. Then, diethyl ether (10 mL) was added to the mixture, and the resulting precipitate was collected and washed with diethyl ether (2 × 5 mL). The solid was dried under vacuum to give 2a·HOTf as a white powder (182 mg, 0.470 mmol, 24%).
  • 19
  • [ 38222-83-2 ]
  • methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bS)-1-(1,2-dihydroxypropan-2-yl)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate [ No CAS ]
  • [ 333-27-7 ]
  • [ 1621534-40-4 ]
YieldReaction ConditionsOperation in experiment
48.2% In chloroform; Step 1: Preparation of methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bS)-1-(1,2-dimethoxypropan-2-yl)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate To a stirred mixture of methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bS)-1-(1,2-dihydroxypropan-2-yl)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate Isomer 2 (0.020 g, 0.027 mmol) and <strong>[38222-83-2]2,6-di-tert-butyl-4-methylpyridine</strong> (0.056 g, 0.271 mmol) in chloroform (0.5 mL) was added methyl trifluoromethanesulfonate (0.058 g, 0.352 mmol). The vial containing the solution was sealed and heated to 70° C. for 4 h. The mixture was diluted with chloroform (1.5 mL) and washed with saturated aqueous ammonium chloride (1 mL). The aqueous wash was back-extracted with chloroform (2*1 mL) and the organic phases were combined. The combined organic phase was concentrated via nitrogen stream and purified by reverse phase preparative HPLC (Prep HPLC method 2) to provide the title compound (0.010 g, 48.2percent yield). LCMS: m/e 767.7 (M+H)+, 2.34 min (method 5). 1H NMR (400 MHz, acetone d6) delta ppm 8.00-7.90 (m, J=8.3 Hz, 2H), 7.35-7.25 (m, J=8.3 Hz, 2H), 5.35 (dd, J=6.0, 1.3 Hz, 1H), 3.90 (s, 3H), 3.40 (s, 2H), 3.39-3.34 (m, 2H), 3.33 (s, 3H), 3.32-3.26 (m, 1H), 3.22 (br. s., 3H), 3.19 (s, 4H), 3.17-3.12 (m, 2H), 3.12-3.01 (m, 2H), 2.65-2.55 (m, 1H), 2.36 (dd, J=12.0, 8.8 Hz, 1H), 2.28-2.17 (m, 2H), 2.15-2.09 (m, 1H), 2.03-1.92 (m, 2H), 1.91-1.79 (m, 3H), 1.78 (s, 1H), 1.76-1.68 (m, 1H), 1.66-1.54 (m, 6H), 1.54-1.38 (m, 4H), 1.34 (s, 4H), 1.31 (br. s., 1H), 1.15 (s, 3H), 1.15 (s, 3H), 1.09 (s, 3H), 1.00 (s, 3H), 0.98 (s, 3H).
  • 20
  • [ 38222-83-2 ]
  • [ 333-27-7 ]
  • [ 1621532-82-8 ]
YieldReaction ConditionsOperation in experiment
With dihydrogen peroxide; In tetrahydrofuran; ethanol; chloroform; Example B7 Preparation of 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-1-(1-methoxypropan-2-yl)-5a,5b,8,8,11a-pentamethyl-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoic acid A solution of 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxido-4-thiomorpholinyl)ethyl)amino)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate (0.100 g, 0.142 mmol) in THF (1 mL) was chilled in an ice bath and was treated slowly with borane-tetrahydrofuran complex, 1.0M in THF (0.340 mL, 0.340 mmol). The mixture was stirred at rt for 16 h, then at 70° C. for 30 min. The mixture was again chilled in an ice bath and to it was added ethanol (0.180 mL, 3.1 mmol) and saturated aqueous sodium acetate (0.066 mL), followed by slow addition of 30percent hydrogen peroxide (0.092 mL, 0.90 mmol). The resulting mixture was stirred at rt for 3 h. The mixture was purified by reverse phase preparative HPLC (Prep HPLC method 6) to provided a white solid (56.7 mg) which contained the major isomer product of the reaction. The minor isomer was not isolated. A portion of this solid (30.0 mg, 52.9percent of the total recovered) was dissolved in chloroform (0.5 mL) and treated with <strong>[38222-83-2]2,6-di-tert-butyl-4-methylpyridine</strong> (0.065 g, 0.315 mmol) and methyl trifluoromethanesulfonate (0.052 g, 0.315 mmol). The mixture was stirred at rt for 16 h, then at 70° C. for 30 min. Purification of this mixture by reverse phase preparative HPLC provided (Prep HPLC method 3) the title compound bis TFA salt as a colorless glassy solid (0.0177 g, 24.0percent overall yield). LCMS: m/e 737.7 (M+H)+, 2.34 min (method 5). 1H NMR (400 MHz, acetone d6) delta ppm 8.03-7.93 (m, J=8.3 Hz, 2H), 7.35-7.26 (m, J=8.1 Hz, 2H), 5.40-5.30 (m, 1H), 3.50 (dd, J=9.5, 6.8 Hz, 1H), 3.36-3.06 (m, 17H), 2.45-2.28 (m, 2H), 2.28-2.19 (m, 2H), 2.19-2.12 (m, 2H), 1.96-1.69 (m, 6H), 1.69-1.39 (m, 12H), 1.39-1.34 (m, 1H), 1.33 (s, 4H), 1.13 (s, 3H), 1.10 (s, 3H), 1.01 (s, 3H), 0.99 (s, 3H), 0.90 (d, J=6.8 Hz, 3H).
  • 21
  • [ 38222-83-2 ]
  • [ 333-27-7 ]
  • [ 1621534-93-7 ]
YieldReaction ConditionsOperation in experiment
With ammonia; In tetrahydrofuran; chloroform; Step 1. Preparation of methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bS)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(1-(methylamino)ethyl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate. In a 1 dram vial were combined methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bS)-1-(1-aminoethyl)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate (0.020 g, 0.028 mmol) with <strong>[38222-83-2]2,6-di-tert-butyl-4-methylpyridine</strong> (0.029 g, 0.141 mmol) in chloroform (0.5 mL). To this stirred mixture was added methyl trifluoromethanesulfonate (4.98 mul, 0.045 mmol) and a PTFE lined screwcap was installed and the mixture was stirred at rt for 45 min. To the mixture was added more methyl trifluoromethanesulfonate (7 mul, approx 0.063 mmol, 2.25 equivalents) and stirred at rt for 1.5 h. To the mixture was added 1.0M ammonia in THF, then the mixture was concentrated under nitrogen stream to a residue, redissolved in a minimum amount of a 1:1 THF/MeOH mixture and purified by reverse phase preparative HPLC (Prep HPLC Method 12). Fractions containing the desired product were combined and repurified by reverse phase preparative HPLC (Prep HPLC Method 3) to provide the desired product as a white powder TFA salt (0.0123 g, 40.9percent yield). LCMS: m/z=722.3 (M+H)+, 2.01 min (method 5). 1H NMR (400 MHz, 1:1 mixture of chloroform-d and methanol-d4, methanol-d4 lock) delta 7.92 (d, J=8.3 Hz, 2H), 7.22 (d, J=8.3 Hz, 2H), 5.31 (d, J=4.4 Hz, 1H), 3.91 (s, 3H), 3.28-2.96 (m, 12H), 2.74 (s, 3H), 2.50 (td, J=10.9, 2.6 Hz, 1H), 2.21-1.91 (m, 6H), 1.90-1.68 (m, 4H), 1.68-1.37 (m, 11H), 1.34 (s, 3H), 1.31-1.24 (m, 2H), 1.21 (s, 3H), 1.12 (s, 3H), 1.05 (s, 3H), 0.96 (br. s., 3H), 0.95 (br. s., 3H).
  • 22
  • [ 38222-83-2 ]
  • [ 1621534-41-5 ]
  • [ 333-27-7 ]
  • [ 1621534-43-7 ]
YieldReaction ConditionsOperation in experiment
81% In chloroform; Step 1: Preparation of methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bS)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-1-(2-methoxypropan-2-yl)-5a,5b,8,8,11a-pentamethyl-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate. To a stirred mixture of methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bS)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-1-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a-pentamethyl-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate (0.020 g, 0.021 mmol) and <strong>[38222-83-2]2,6-di-tert-butyl-4-methylpyridine</strong> (0.043 g, 0.210 mmol) in chloroform (0.5 mL) was added methyl trifluoromethanesulfonate (0.035 g, 0.210 mmol). The vial containing the solution was sealed and heated to 70° C. for 80 min. The crude mixture was concentrated via nitrogen stream and purified by reverse phase preparative HPLC (Prep HPLC method 4) to provide the title compound (0.0164 g, 81percent yield) as a bis-TFA salt. LCMS: m/e 737.7 (M+H)+, 2.34 min (method 5). 1H NMR (400 MHz, acetone-d6) delta ppm 7.99-7.91 (m, J=8.3 Hz, 2H), 7.34-7.27 (m, J=8.3 Hz, 2H), 5.34 (dd, J=6.1, 1.7 Hz, 1H), 3.90 (s, 3H), 3.43-3.27 (m, 4H), 3.27-3.15 (m, 6H), 3.13 (s, 3H), 3.11-3.01 (m, 2H), 2.44 (t, J=8.1 Hz, 1H), 2.27-2.18 (m, 2H), 2.18-2.09 (m, 2H), 2.04-1.95 (m, 2H), 1.89-1.80 (m, 3H), 1.80-1.71 (m, 2H), 1.67-1.53 (m, 6H), 1.53-1.44 (m, 3H), 1.41 (d, J=11.2Hz, 1H), 1.38-1.28 (m, 5H), 1.17-1.14 (m, 6H), 1.13 (s, 3H), 1.09 (s, 3H), 1.00 (s, 3H), 0.98 (s, 3H).
  • 23
  • [ 333-27-7 ]
  • [ 116470-67-8 ]
  • 1-methyl-2-(trifluoromethyl)pyrimidinium trifluoromethanesulfonate [ No CAS ]
  • 25
  • [ 50-00-0 ]
  • [ 5369-19-7 ]
  • [ 124-40-3 ]
  • [ 333-27-7 ]
  • 3-tert-butyl-N,N,N-trimethylbenzenaminium trifluoromethanesulfonate [ No CAS ]
  • 26
  • [ 50-00-0 ]
  • [ 6274-22-2 ]
  • [ 124-40-3 ]
  • [ 333-27-7 ]
  • N,N,N-trimethyl-4-(methylcarbamoyl)benzenaminium trifluoromethanesulfonate [ No CAS ]
  • 27
  • [ 23328-88-3 ]
  • [ 333-27-7 ]
  • [ 235426-31-0 ]
  • 28
  • [ 7661-55-4 ]
  • [ 333-27-7 ]
  • 1,5-dimethylquinolin-1-ium trifluoromethanesulfonate [ No CAS ]
  • 29
  • [ 6086-21-1 ]
  • [ 333-27-7 ]
  • [(CH3)3C2H2N3](2+)*2CF3SO3(1-)=[(CH3)3C2H2N3](CF3SO3)2 [ No CAS ]
  • 30
  • [ 81045-39-8 ]
  • [ 333-27-7 ]
  • 5,8-dibromo-2-methylisoquinolin-2-ium trifluoromethanesulfonate [ No CAS ]
  • 31
  • [ 4107-98-6 ]
  • [ 333-27-7 ]
  • N,N-diisopropyl-N-methylanilinium triflate [ No CAS ]
YieldReaction ConditionsOperation in experiment
66% With K2[PtCl5CH3]; In dichloromethane; at 0℃; for 2h; General procedure: 165 mol of N,N-dialkylaniline was dissolved in 5mL dry dichloromethane. 5 mL of 33 mMmethyl trifluoromethanesulfonate (1 eq.) was added dropwise at 0 C over 3 minutes. Thereaction was stirred for 2h and the precipitate was filtered off, washed with dichloromethane anddried under vacuum.
  • 32
  • [ 13667-12-4 ]
  • [ 622-58-2 ]
  • [ 333-27-7 ]
  • 2-(4-bromophenyl)-4-methoxy-6-methyl-3-phenylquinoline [ No CAS ]
  • 3-(4-bromophenyl)-4-methoxy-6-methyl-2-phenylquinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
30%; 25% In 1,2-dichloro-ethane; at 140℃; for 24h;Sealed tube; Inert atmosphere; General procedure: An oven-dried sealed tube was charged with the mixture of aryl isocyanates 1 (0.45 mmol), di-aryl alkynes 2 (0.3 mmol), MeOTf 3 (0.9 mmol), then stirred in dichloroethane (0.5 mL) at 140 C under nitrogen atmosphere for 24 h. After cooling to room temperature, the reaction was quenched by the addition of a saturated, aqueous solution of NaHCO3 (5 mL) and the resulting mixture was extracted with CH2Cl2 (3 × 20 mL). The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo to provide a crude residue which was subjected to flash neutral Al2O3 column chromatography (petroleum ether/ethyl acetate/triethylamine: 500/20/5) to provide the corresponding product.
  • 33
  • [ 1202-25-1 ]
  • [ 73183-34-3 ]
  • [ 333-27-7 ]
  • [ 171364-80-0 ]
  • 34
  • [ 943-08-8 ]
  • [ 333-27-7 ]
  • 2-((difluoromethyl)thio)-3-methylbenzo[d]thiazol-3-ium trifluoromethanesulfonate [ No CAS ]
  • 35
  • [ 393-56-6 ]
  • [ 333-27-7 ]
  • C9H13FN(1+)*CF3O3S(1-) [ No CAS ]
 

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