Tag: 7181-87-5

A common heterocyclic compound, the chiral-catalyst compound, name is 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide,cas is 7181-87-5, mainly used in chemical industry, its synthesis route is as follows.,7181-87-5

50 mL round bottom flask that was capped with a rubber septum and containing a needle for ventilation and a glass pipette for addition of gaseous carbon dioxide, was charged with a clear colorless solution of 1,3-dimethylbenzimidazolium iodide (1b) (274.1 mg, 1 mmol) in deionized water (7 mL) (pH=6). Carbon dioxide was bubbled for 1 min followed by addition of hydrogen peroxide (65 muL (30% w/v), 0.75 mmol in 0.5 mL water, 1.5 equiv). Vigorous CO2 bubbling was maintained for 1 h under stirring during which time the solution turned yellow and then brown until the formation of a purple precipitate was detected. The mixture was filtered and washed with water (3¡Á2 mL) resulting in a clear colorless filtrate solution (pH=8). Water was removed by flushing air overnight over the surface of the solution then it was dried under high vacuum for 2 h to give a white solid. The residual solid was triturated and sonicated in acetone (3¡Á2 mL), which was then decanted off. Subsequent drying under vacuum afforded the desired product as a white powder (123 mg, 59% yield) Mp: 137-138 C. (dec.). (0410) 1H NMR (400 MHz, CD3OD): delta 7.96 (dd, J=6.2, 3.1 Hz, 2H, Ar-H), 7.74 (dd, J=6.3, 3.1 Hz, 2H, Ar-H), 4.15 (s, 6H, CH3). The N2CH and HCO3 protons could not be observed due to their rapid exchange with the deuterated solvent on the NMR time scale. 13C (1H) NMR (100 MHz, CD3OD): delta 161.38 (s, HCO3-), 143.94 (s, N2CH), 133.54 (s, Cq), 128.18 (s, CAr), 114.15 (s, CAr), 33.65 (s, CH3). (0411) ATR-IR: strong peaks for CO2 asym. str. at 1626 cm-1 and sym. str. at 1367 cm-1. (0412) Anal. Calc. for C10H12N2O3: C, 57.68; H, 5.81; N, 13.45. Found: C, 57.72; H, 5.75; N, 13.03. HRESI-MS (m/z) for C9H11N2+ [M-HCO3]+: 147.0913, Calc.: 147.0917.

As the rapid development of chemical substances, we look forward to future research findings about 7181-87-5

Reference£º
Patent; Queen’s University at Kingston; Crudden, Cathleen M.; Horton, J. Hugh; Narouz, Mina Raafat Ryad; Unsworth, Phillip; Li, Zhijun; Nazemi, Ali; Padmos, Joseph Daniel; Eisenberger, Patrick; Zamora, Matthew Thomas; MacLean, Michael William Angus; (114 pag.)US2019/169132; (2019); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

A common heterocyclic compound, the chiral-catalyst compound, name is 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide,cas is 7181-87-5, mainly used in chemical industry, its synthesis route is as follows.,7181-87-5

The reagent and solvent shown below were placed in a 50 mL flask under nitrogen flow. F13: 274 mg (1.00 mmol) (purchased from Sigma-Aldrich) Dehydrated DMF: 10 ml.After the solution was degassed with nitrogen, 192 mg (4.00 mmol) of sodium hydride (60% oil dispersion) was added and stirred for 2 minutes. Thereafter, 112 mg (1.00 mmol) of potassium tert-butoxide was added, and the mixture was stirred at room temperature for 6 hours. After completion of the reaction, 30 ml of water degassed with nitrogen while stirring was gradually added to precipitate the desired product, and then the solvent was removed with a silane. After the addition of 20 ml of de-gassed water with nitrogen, the solvent was removed twice with distilled water, and 10 ml of hexane degassed with nitrogen was added, followed by dispersion washing using an ultrasonic washing machine , And was filtered through a membrane filter. It was confirmed that the filtrate partially deliquesced. Thereafter, drying was carried out at 50 C. under reduced pressure to obtain 116 mg (yield 40%) of Comparative Compound 3 as a black brown solid.

As the rapid development of chemical substances, we look forward to future research findings about 7181-87-5

Reference£º
Patent; CANON INCORPORATED; MIYASHITA, HIROKAZU; NISHIDE, YOSUKE; KAMATANI, JUN; (41 pag.)JP2017/8011; (2017); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

The chiral-catalyst compound, name is 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide,cas is 7181-87-5, mainly used in chemical industry, its synthesis route is as follows.,7181-87-5

(Step 1) A mixture of o-phenylenediamine (4.13 g, 38.2 mmol) and formic acid (2.0 mL) was reflux for 2 h. To this was slowly added 15% aqueous sodium hydroxide and the resulting mixture was basified. The crude benzimidazole (11) was filtrated and washed with ice-cold water. This crude product was used for the following reaction without purification. (Step 2) To a solution of 11 and sodium hydroxide (185.6 mg, 4.640 mmol) in MeOH (13 mL) was added iodomethane (6.1 mL, 98 mmol) at room temperature and the mixture was refluxed for 24 h. After the mixture was concentrated, the residue were recrystallized from ethanol. The mixture was filtrated to obtain 12 (8.03 mmol, 21% yield) as white crystal. (Step 3) To a solution of 12 (563.5 mg, 2.056 mmol) in MeOH (4 mL) was slowly added sodium borohydride (80.7 mg, 2.13 mmol) at 0 C under an argon atmosphere. The resulting mixture was stirred at room temperature for 40 min. The mixture was purified by chromatography on silica gel (hexane/ethyl acetate = 10 :1 as eluent) to obtain 2d as a green oil. 1H NMR (400 MHz, CDCl3) delta 6.67 (2H, ddd, J = 8.8, 3.2, 3.2 Hz, Ph), 6.42 (2H, ddd, J = 8.8, 3.2, 3.2 Hz, Ph), 4.32 (2H, s, CH2), 2.73 (6H, s, CH3); 13C NMR (100 MHz, CDCl3) delta 143.1, 119.1, 106.1, 80.2, 34.4. Spectral data were consistent with those previously reported in the literature. 17

As the rapid development of chemical substances, we look forward to future research findings about 7181-87-5

Reference£º
Article; Igarashi, Tomohito; Tayama, Eiji; Iwamoto, Hajime; Hasegawa, Eietsu; Tetrahedron Letters; vol. 54; 50; (2013); p. 6874 – 6877;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7181-87-5,1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide,as a common compound, the synthetic route is as follows.

50 mL round bottom flask that was capped with a rubber septum and containing a needle for ventilation and a glass pipette for addition of gaseous carbon dioxide, was charged with a clear colorless solution of 1,3-dimethylbenzimidazolium iodide (1b) (274.1 mg, 1 mmol) in deionized water (7 mL) (pH=6). Carbon dioxide was bubbled for 1 min followed by addition of hydrogen peroxide (65 muL (30% w/v), 0.75 mmol in 0.5 mL water, 1.5 equiv). Vigorous CO2 bubbling was maintained for 1 h under stirring during which time the solution turned yellow and then brown until the formation of a purple precipitate was detected. The mixture was filtered and washed with water (3¡Á2 mL) resulting in a clear colorless filtrate solution (pH=8). Water was removed by flushing air overnight over the surface of the solution then it was dried under high vacuum for 2 h to give a white solid. The residual solid was triturated and sonicated in acetone (3¡Á2 mL), which was then decanted off. Subsequent drying under vacuum afforded the desired product as a white powder (123 mg, 59% yield) Mp: 137-138 C. (dec.). (0410) 1H NMR (400 MHz, CD3OD): delta 7.96 (dd, J=6.2, 3.1 Hz, 2H, Ar-H), 7.74 (dd, J=6.3, 3.1 Hz, 2H, Ar-H), 4.15 (s, 6H, CH3). The N2CH and HCO3 protons could not be observed due to their rapid exchange with the deuterated solvent on the NMR time scale. 13C (1H) NMR (100 MHz, CD3OD): delta 161.38 (s, HCO3-), 143.94 (s, N2CH), 133.54 (s, Cq), 128.18 (s, CAr), 114.15 (s, CAr), 33.65 (s, CH3). (0411) ATR-IR: strong peaks for CO2 asym. str. at 1626 cm-1 and sym. str. at 1367 cm-1. (0412) Anal. Calc. for C10H12N2O3: C, 57.68; H, 5.81; N, 13.45. Found: C, 57.72; H, 5.75; N, 13.03. HRESI-MS (m/z) for C9H11N2+ [M-HCO3]+: 147.0913, Calc.: 147.0917.

The synthetic route of 7181-87-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Queen’s University at Kingston; Crudden, Cathleen M.; Horton, J. Hugh; Narouz, Mina Raafat Ryad; Unsworth, Phillip; Li, Zhijun; Nazemi, Ali; Padmos, Joseph Daniel; Eisenberger, Patrick; Zamora, Matthew Thomas; MacLean, Michael William Angus; (114 pag.)US2019/169132; (2019); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7181-87-5,1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide,as a common compound, the synthetic route is as follows.

General procedure: Weigh accurately 2eq bis(pinacolato)diboron, 2.5eq sodium carbonate and 0.2mmol 2- nitrochalcone was added to the pressure reactor tube containing 3mL of ethanol, after being charged with nitrogen was stirred in an oil bath at 100 of reaction 12h after treatment as in Example 1, with petroleum ether: ethyl acetate = 50: 1 eluent, the product yield of 78%.

The synthetic route of 7181-87-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Huaqiao University; Song, Quiling; Yang, Kai; (7 pag.)CN105669517; (2016); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

7181-87-5, 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1,3-Dimethylbenzimidazolium iodide (0.24 g, 0.88 mmol)and silver(I) oxide (0.10 g, 0.44 mmol) were added to CH2Cl2(20 mL) and ethanol (20 mL), and the mixture was stirred atroom temperature for 5 h under argon atmosphere in absenceof light. Subsequently, (tht)AuCl (0.28 g, 0.88 mmol) wasadded and the reaction mixture was stirred at room temperaturefor further 9 h. The mixture was filtered throughCelite, and the solvent was removed under reduced pressure. The crude product was purified by silica-gel column chromatography(eluent: acetone). The product was further purifiedby recrystallization from a mixture of CH2Cl2 andhexane to afford Au NHC complex 1 as colorless platecrystals (84%, 0.28 g, 0.74 mmol). M.p.: 293 C. 1H NMR(CDCl3, delta): 7.47 (s, 4H; 4,5,6,7-H in benzimidazole), 4.05 (s,6H; CH3). 13C NMR (CDCl3, delta): 179.0 (2-C in benzimidazole),133.8 (5,6-C in benzimidazole), 124.7 (ring-fusion C),111.3 (4,7-C in benzimidazole), 35.2 (N-CH3). IR (KBr, nu):2943, 2862, 1457, 1387, 746 cm-1. HRMS (FAB) m/z [M+H]+ calcd. for C9H11AuClN2: 379.0276; found, 379.0280.Anal. calcd. for C9H10AuClN2: C, 28.55; H, 2.66; Au, 52.02;N, 7.40; found: C, 28.35; H, 2.54; N, 7.42; ash, 47.0.

7181-87-5 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide 11821793, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Article; Sathyanarayana, Arruri; Nakamura, Shin-ya; Hisano, Kyohei; Tsutsumi, Osamu; Srinivas, Katam; Prabusankar, Ganesan; Science China Chemistry; vol. 61; 8; (2018); p. 957 – 965;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7181-87-5,1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide,as a common compound, the synthetic route is as follows.

A 20 mL of freshly dried THF was added to a mixture of Me2-bimy¡¤HI (0.40 g, 1.46 mmol) and KOtBu (0.13 g, 1.17 mmol), and the mixture was stirred in an ice-water bath for 2 h. The resulting dark yellow solution was filtered and removed under vacuum. The residue was washed with n-hexane several times and then 1,3-dimethylbenzimidazol-2-ylidene (Me2-bimy) was obtained (0.10 g, 0.68 mmol). A 15 mL THF was added to a mixture of [TeFe3(CO)9{Cu(MeCN)}2] (0.26 g, 0.34 mmol) and Me2-bimy (0.10 g, 0.68 mmol) in an ice-water bath, which was stirred for 15 min. The resulting solution was filtered, and the solvent was removed under vacuum. The residue was washed with deionized water and n-hexane several times and then extracted with Et2O to give a purplish-brown solution which was recrystallized with Et2O/CH2Cl2 to give [TeFe3(CO)9{Cu(Me2-bimy)}2] (1) as a purplish-black solid (0.154 g, 0.159 mmol, 47% based on [TeFe3(CO)9{Cu(MeCN)}2]). IR (nuCO, CH2Cl2): 2033 (m), 1976 (vs), 1920 (m), 1875 (w) cm-1. 1H NMR (500 MHz, DMSO-d6, 300 K, ppm): delta 7.69 (dd, 4H, Ar-H), 7.43 (dd, 4H, Ar-H), 4.02 (s, 12H; CH3).

7181-87-5 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide 11821793, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Article; Shieh, Minghuey; Liu, Yu-Hsin; Li, Yu-Huei; Lin, Chien-Nan; Wang, Chih-Chin; Journal of Organometallic Chemistry; vol. 867; (2018); p. 161 – 169;,
Chiral Catalysts
Chiral catalysts – SlideShare

7181-87-5, 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(1) Weigh 0.2 mmol (54.8 mg) of 1,3-dimethylbenzimidazole oxime iodide, 0.1 mmol (40.6 mg) of 1,4-diiodobiphenyl (both feed ratios of 2:1) as a substrate, 2 mg of Group IB copper salt Cu(OAc)2¡¤H2O (10 mol% equivalent relative to 1,4-diiodobiphenyl) as a catalyst, 0.2 mmol (16.4 mg) of sodium acetate as an additive, put the substrate, catalyst, additive and mixing into the reaction kettle, An aprotic solvent N,N-dimethylformamide (1 ml) was added as a reaction solvent, and the mixture was reacted at 100 C for 10 hours. After completion of the reaction, dichloromethane (5 ml) was added, filtered, and then washed twice with water (5 ml) and ethanol (5 ml). The obtained yellow filter residue is a pure product biphenyl bridged bisbenzimidazole, the yield was 90%. The nuclear magnetic resonance spectrum is shown in Figure 2: (deuterated dimethyl sulfoxide as solvent, Bruker AMX-400 nuclear magnetic resonance instrument). 1H NMR (400 MHz, DMSO-d6): delta = 8.28 (d, J = 8.0 Hz, 4H), 8.18 (d, J = 4.8 Hz, 4H), 8.11(d, J = 7.6 Hz, 4H), 7.80 (d, J = 4.8 Hz, 4H), 3.98 (s, 12H).High resolution mass spectrometry (Waters-Q-TOF Premier detector). HRMS (ESI) : C30H28IN4+ ([M-I-]+) calc.: 571.1353, Found: 571.1398.

As the paragraph descriping shows that 7181-87-5 is playing an increasingly important role.

Reference£º
Patent; Guilin University of Technology; Li Shiqing; Li Yongshu; Liang Xiajing; Liu Yunfeng; Chen Ziyuan; Pan Meiling; (6 pag.)CN109734670; (2019); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7181-87-5,1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide,as a common compound, the synthetic route is as follows.

The reagent and solvent shown below were placed in a 50 mL flask under nitrogen flow. F13: 274 mg (1.00 mmol) (purchased from Sigma-Aldrich) Dehydrated DMF: 10 ml.After the solution was degassed with nitrogen, 192 mg (4.00 mmol) of sodium hydride (60% oil dispersion) was added and stirred for 2 minutes. Thereafter, 112 mg (1.00 mmol) of potassium tert-butoxide was added, and the mixture was stirred at room temperature for 6 hours. After completion of the reaction, 30 ml of water degassed with nitrogen while stirring was gradually added to precipitate the desired product, and then the solvent was removed with a silane. After the addition of 20 ml of de-gassed water with nitrogen, the solvent was removed twice with distilled water, and 10 ml of hexane degassed with nitrogen was added, followed by dispersion washing using an ultrasonic washing machine , And was filtered through a membrane filter. It was confirmed that the filtrate partially deliquesced. Thereafter, drying was carried out at 50 C. under reduced pressure to obtain 116 mg (yield 40%) of Comparative Compound 3 as a black brown solid.

As the paragraph descriping shows that 7181-87-5 is playing an increasingly important role.

Reference£º
Patent; CANON INCORPORATED; MIYASHITA, HIROKAZU; NISHIDE, YOSUKE; KAMATANI, JUN; (41 pag.)JP2017/8011; (2017); A;,
Chiral Catalysts
Chiral catalysts – SlideShare