Category: 602-09-5

Some tips on 602-09-5

As the paragraph descriping shows that 602-09-5 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.602-09-5,[1,1′-Binaphthalene]-2,2′-diol,as a common compound, the synthetic route is as follows.

602-09-5, In a 500 mL four-necked flask,Add (¡À)-1,1′-link (2-naphthol) 28.6 g (0.1 mol),50g toluene,4g of N,N-dimethylacetamide,1.9 g of potassium carbonate and ethylene carbonate 22 g (0.25 mol).After 6 hours of reaction at 100oC,The content of (¡À) -2,2′-bis- (2-hydroxyethoxy) -1,1′-binaphthyl was less than 0.1%Stop the reaction.Adding toluene,Water to neutral,Cooling precipitates solids,After vacuum drying for 12 hours,31.8 g of (¡À) -2,2′-bis- (2-hydroxyethoxy) -1,1′-binaphthyl was obtained,The yield is 84.9%.High-performance liquid chromatography (HPLC) analysis of 99.2% purity,Loss on drying at 120 degrees is 0.10%

As the paragraph descriping shows that 602-09-5 is playing an increasingly important role.

Reference£º
Patent; Jiangsu Yong Xing Chemical Co., Ltd.; Xu Weihua; Su Bo; Lu Guoyuan; Zhang Qiang; (6 pag.)CN107176905; (2017); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Downstream synthetic route of 602-09-5

The synthetic route of 602-09-5 has been constantly updated, and we look forward to future research findings.

602-09-5, [1,1′-Binaphthalene]-2,2′-diol is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

602-09-5, A 300mL eggplant-shaped flask, the raw material 1,1′-bi-2-naphthol (5.4g, 19mmol), Zeolyst Co. weighed Zeolith the CBV780 (2.5g), was suspended was added o- dichlorobenzene (30mL). After the suspension was heated to reflux 18 hours, heating was filtered, washed with toluene column. After concentrating the filtrate to approximately o- dichlorobenzene are others, was precipitated by adding methanol. The resultant solid was filtered to give the intermediate 7 as a white powder (4.6g, 18mmol, 90%). It was identified as the desired compound by FDMS (field desorption mass analysis).

The synthetic route of 602-09-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Idemitsu Kosan Corporation; Ikeda, Yoichi; Ito, Hirokazu; Kawamura, Masahiro; Saito, Hiroyuki; Ikeda, Takeshi; (125 pag.)KR2015/98631; (2015); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Application of 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide

With the rapid development of chemical substances, we look forward to future research findings about 602-09-5

The chiral-catalyst compound, cas is 602-09-5 name is [1,1′-Binaphthalene]-2,2′-diol, mainly used in chemical industry, its synthesis route is as follows.,602-09-5

General procedure: Racemic 2,2′-dihydroxy-1,1′-binaphthyl (rac-BINOL, 1.6 g, 5.6 mmol), half the amount of ammonium sulfite monohydrate (AR, as described in Table 2 as aminating agent 9.0 g, 67 mmol) and aqueous ammonia (12 mL, 174 mmol) were placed in an autoclave. The mixture in the autoclave was stirred at the reaction temperature described in Table 2 for half the reaction time described in Table 2 and the mixture was cooled to 25 C. To the cooled reaction mixture, the remaining half amount of AR (9.0 g, 67 mmol) and aqueous ammonia (12 mL, 174 mmol) described in Table 2 were added, and the reaction described in Table 2 was performed again.The mixture was stirred at the temperature for the remaining reaction time described in Table 2.The reaction mixture was cooled to 25 C., and the resulting solid was washed with water and filtered. The filtrate was recrystallized with benzene to separate rac-NOBIN and DBC.The reaction yield was calculated from chiral HPLC, and the isolated yield recrystallized from benzene was calculated and described in Table 2.

With the rapid development of chemical substances, we look forward to future research findings about 602-09-5

Reference£º
Patent; RIKEN Institute of Physical and Chemical Research; Kawamoto, Masuki; Ito, Yoshihiro; (24 pag.)JP2019/43941; (2019); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Analyzing the synthesis route of 602-09-5

602-09-5 [1,1′-Binaphthalene]-2,2′-diol 762831, achiral-catalyst compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.602-09-5,[1,1′-Binaphthalene]-2,2′-diol,as a common compound, the synthetic route is as follows.

602-09-5, 7H-Dibenzo[c,g]carbazole (12c): 30 g (0.105 mol) of 1,1′-binaphthalene-2,2′-diol (BINOL), 30 g (0.224 mol) of (NH4)2SO3¡¤H2O and 90 ml of 26 % NH4OH was heated at 200C in a 160 ml autoclave (Parr Instrument) for 5 days (after 48 h the pressure dropped from 45 to 18 bar). Upon cooling down, the crude matter was washed with boiling water, dissolved in a 1:1 mixture of EtOH:HCl (conc.), extracted with hot toluene (3×200 ml) and concentrated under vacuum. Residual starting material was removed by extraction with 2M NaOH solution (3×200 ml). Organic layers were combined, dried over Na2SO4, filtered, concentrated and chromatographed on a SiO2 column (50 % DCM in hexanes). Yield: 7.7 g (27 %) of dark-yellow crystalline solid. M.p. 154-156C. 1H NMR (CDCl3, 300 MHz): delta 9.22 (d, J=8.5, 2H), 8.79 (br, s, 1H), 8.05 (dd, J=8.1, 1.3, 2H), 7.89 (d, J=8.7, 2H), 7.74-7.65 (m, 4H), 7.53 (ddd, J=8.0, 6.9, 1.0, 2H).

602-09-5 [1,1′-Binaphthalene]-2,2′-diol 762831, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Article; Kerner, Luka?; Gmucova, Katarina; Ko?i?ek, Jozef; Pet?i?ek, Vaclav; Putala, Martin; Tetrahedron; vol. 72; 44; (2016); p. 7081 – 7092;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Introduction of a new synthetic route about 602-09-5

With the rapid development of chemical substances, we look forward to future research findings about 602-09-5

[1,1′-Binaphthalene]-2,2′-diol, cas is 602-09-5, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,602-09-5

Add 22.88 g (80 mmol) of binaphthol to 100 mL of acetic acid and 100 mL of CH 2 Cl 2 solution, and add 6.8 mL (160.4 mmol) of fuming HNO3 in an ice bath, and stir at room temperature overnight.TLC detects the formation of new substances and pours the product into ice water for filtration.The solid was washed with CH 2 Cl 2 and methanol.TLC is detected as a point, vacuum dried,The product a6,6′-dinitro(1,1′-binaphthyl-2,2′) diol was obtained.

With the rapid development of chemical substances, we look forward to future research findings about 602-09-5

Reference£º
Patent; East China Normal University; Liu Qiancai; Ma Junyi; Tao Xuewei; An Shujie; Tang Guofeng; (12 pag.)CN109810124; (2019); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Introduction of a new synthetic route about 602-09-5

With the rapid development of chemical substances, we look forward to future research findings about 602-09-5

[1,1′-Binaphthalene]-2,2′-diol, cas is 602-09-5, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,602-09-5

20.0 g (69.93 mol) of the starting material SM-0 was dissolved in 300 ml of anhydrous dichloromethane, 27.5 g (0.35 mol) of pyridine and 1.5 g of DMAP were added, 43.4 g (0.15 mol) of a solution of trifluoromethanesulfonic anhydride dissolved in dichloromethane was slowly added dropwise, the reaction was stirred at room temperature for 8 hours, and stirred with 300 ml of water for 30 minutes, the organic phase was collected, concentrated, dried, and purified using silica gel column, concentrated and dried under reduced pressure to obtain 36.5 g of a white solid in a yield of 95% .

With the rapid development of chemical substances, we look forward to future research findings about 602-09-5

Reference£º
Patent; Shijiazhuang Cheng Zhiyonghua Display Materials Co., Ltd.; Cao Jianhua; Wang Shibo; Dong Liang; Zhang Jianchuan; Sui Yan; Tang Yongshun; (39 pag.)CN108623430; (2018); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Introduction of a new synthetic route about 602-09-5

With the rapid development of chemical substances, we look forward to future research findings about 602-09-5

[1,1′-Binaphthalene]-2,2′-diol, cas is 602-09-5, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,602-09-5

150.0 g (523.88 mmol) of 1 ,1 ‘-bi-2-naphthol (compound II), 138.37 g (1571 .3 mmol) of ethylene carbonate (3 equiv.) and 21 .75 g (157.13 mmol) of potassium carbonate (30 mol-%) in 1 L toluene were heated under reflux for at least 5 to 6 hours, by maintaining argon atmosphere. During the reaction gas evolves. The reaction is monitored by TLC using TBME as solvent. When TLC indicates complete reaction the slightly yellow reaction mixture is cooled to 70C and mixed with 100 g of water (Caution: CO2 gas evolution) The reaction mixture is then stirred for further 10-15 min at 70C to dissolve potassium carbonate. The stirrer is stopped and phases are separated at about 70C. The organic phase is washed with 100 g of 5% w/w aqueous solution of NaOH at 80- 90C for at least 1 h (Caution: CO2 gas evolution), followed by washing with water (each 100 mL) at 70C, until the pH of the washing water is neutral (pH 7). 15 g of charcoal is optionally added to the organic phase and the mixture is stirred at 70C for 30 min. Then the warm solution is filtered through Celite. The clear and slightly yellowish filtrate is cooled to RT and product crystallizes in the form of thin platelets. The solid is filtered off, washed with toluene and dried. 142-170 g (72.4-86.7 %) of the title compound are obtained as a white, dry solid.

With the rapid development of chemical substances, we look forward to future research findings about 602-09-5

Reference£º
Patent; REUTER CHEMISCHE APPARATEBAU KG; REUTER, Karl; ANDRUSHKO, Vasyl; KANTOR, Mark; STOLZ, Florian; KATO, Noriyuki; KONDO, Mitsuteru; SHIRATAKE, Munenori; ISHIHARA, Kentarou; IKEDA, Shinnya; SUZUKI, Shouko; HIROSE, Kouji; OSHIMA, Kensuke; NAGAYAMA, Shyouya; (45 pag.)WO2019/43060; (2019); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Downstream synthetic route of 602-09-5

The synthetic route of 602-09-5 has been constantly updated, and we look forward to future research findings.

602-09-5, [1,1′-Binaphthalene]-2,2′-diol is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Racemic 2,2′-dihydroxy-1,1′-binaphthyl (rac-BINOL, 1.6 g, 5.6 mmol), half the amount of ammonium sulfite monohydrate (AR, as described in Table 2 as aminating agent 9.0 g, 67 mmol) and aqueous ammonia (12 mL, 174 mmol) were placed in an autoclave. The mixture in the autoclave was stirred at the reaction temperature described in Table 2 for half the reaction time described in Table 2 and the mixture was cooled to 25 C. To the cooled reaction mixture, the remaining half amount of AR (9.0 g, 67 mmol) and aqueous ammonia (12 mL, 174 mmol) described in Table 2 were added, and the reaction described in Table 2 was performed again.The mixture was stirred at the temperature for the remaining reaction time described in Table 2.The reaction mixture was cooled to 25 C., and the resulting solid was washed with water and filtered. The filtrate was recrystallized with benzene to separate rac-NOBIN and DBC.The reaction yield was calculated from chiral HPLC, and the isolated yield recrystallized from benzene was calculated and described in Table 2.

The synthetic route of 602-09-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; RIKEN Institute of Physical and Chemical Research; Kawamoto, Masuki; Ito, Yoshihiro; (24 pag.)JP2019/43941; (2019); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Some tips on 602-09-5

As the paragraph descriping shows that 602-09-5 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.602-09-5,[1,1′-Binaphthalene]-2,2′-diol,as a common compound, the synthetic route is as follows.

Example 15: Separation of (S)-1 , 1 ‘-bi-2-naphthol from (RS)-1 ,1′-bi-2-naphthol via formation of binary/ternary co-crystal with 3-alkyl-4-(1′-phenylethylamino)butanoic acid. 3-alkyl-4-(1′-phenylethylamino)butanoic acid (0.385 moles) was dissolved in methanol (five volumes) and (RS)-1 ,1′-bi-2-naphthol (0.35 moles, i.e. 100 g) was added to it at room temperature. The mixture was stirred at 50 C for 2 hour, during which time solid precipitate came out from the reaction mixture. Reaction mixture was allowed to cool to room temperature and filtered under reduced pressure to obtain solid co-crystal.Co-crystal was suspended in methanol (five volumes) and stirred at 50 C for 2 h. After which reaction mixture was cooled to room temperature and filtered under reduced pressure to obtain pure solid co-crystal.Pure co-crystal was suspended in a biphasic mixture of ethyl acetate (2.5 volumes) and 1Lambda/ hydrochloric acid (2.5 volumes) and stirred for 30 to 45 min to decompose the complex. Aqueous phase was washed with 2 volumes of ethyl acetate. Organic phases were mixed together and washed with brine, followed by drying over sodium sulfate. Solvent was evaporated under vacuum to obtain optically pure (S)-1 ,1′-bi-2-naphthol which was analyzed for ee on chiral chromatography.Chiral chromatographic conditions for (S)-1.1′-bi-2-naphtholRetention time for (S)-1, 1′-bi-2-naphthol : 17.77 minRetention time for (R)-1, 1′-bi-2-naphthol : 20.64 minInstrument HPLC using a Shimadzu LC 2010 system equipped Pump, Injector, UV detector and Recorder Column: Chiral Pak IA, 4.6mm x 250mm, 5muiotaeta, column oven temperature 40 C Detector. UV at 230 nm.Mobile phase: n-hexane (94) :n-butanol (5) : ethanol (1): trifluoroacetic acid (0.3 mL) Flow rate: 1 mL minInjection volume: 20 muIota.Yield and enantiomeric excess of (S)-1 ,1′-bi-naphthol using various 3-alkyl-4-(1′- phenylethylamino)butanoic acids for co-crystal formation during resolution of (RS)-1 ,1 – bi-naphthol are tabulated below in table 4:Table 4* Data represented for antipode of (S)-1 ,1’-bi-naphthol.

As the paragraph descriping shows that 602-09-5 is playing an increasingly important role.

Reference£º
Patent; LUPIN LIMITED; ROY, Bhairab, Nath; SINGH, Girij, Pal; LATHI, Piyush, Suresh; MITRA, Rangan; WO2012/7814; (2012); A2;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Downstream synthetic route of 602-09-5

The synthetic route of 602-09-5 has been constantly updated, and we look forward to future research findings.

602-09-5, [1,1′-Binaphthalene]-2,2′-diol is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(1) Sodium hydride (0.7 g, 17.5 mmol) and 20 ml of anhydrous THF were added to a reaction flask equipped with a stirring apparatus, and stirred. a mixture of BINOL (2 g, 7.0 mmol) and 15 ml of anhydrous THF was added dropwise to the reactor through a constant pressure dropping funnel at 0 C, after completion, in this state for at least 15 minutes;To the reactor, chloromethyl methyl ether (1.33 ml, 17.5 mmol) was added, and after the addition, the temperature was raised to room temperature, stirring was continued, and the reaction was stopped by TLC until the starting point disappeared; then 100 ml of water was added to the reactor. The organic phase was separated with a sep. funnel, and the aqueous phase was extracted three times with ethyl acetate. The organic phase was combined and washed twice with saturated sodium hydrogen carbonate and brine and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure and purified by silica gel column chromatography (ethyl ether: ethyl acetate = 20:1, v/v)The compound of formula IIa was obtained in a yield of 88%

The synthetic route of 602-09-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Guangdong Hao Shun Oudisi Technology Co., Ltd.; East China University of Science and Technology; Wang Limin; Liu Xianghai; Cheng Xiaorong; Tian He; Cheng Yi; Han Jianwei; Lv Jiale; (12 pag.)CN109796369; (2019); A;,
Chiral Catalysts
Chiral catalysts – SlideShare