Category: 7189-69-7

Some common heterocyclic compound, 7189-69-7, name is 1,1′-Sulfonyldiimidazole, molecular formula is C6H6N4O2S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. SDS of cas: 7189-69-7

N,N? – sulfuryldiimidazole (5.00 g, 25.2 mmol, 1.0 eq) was then suspended in 50 mL of anhydrous dichloromethane at 0C under N2. Methyltrifluoromethanesulfonate (2.56 mL, 22.7 mmol, 0.9 eq) was added dropwise over 15 minutes at 0C. The reaction stirred at 0C for 2 hours. The solvent was decanted off and 3-(imidazole-1-sulfonyl)-1-methyl-3H-imidazol-1-ium triflate was isolated as a white solid was washed three times each with 50 mL of cold dichloromethane and dried under high vacuum for 10 minutes and immediately used in the next reaction.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7189-69-7, its application will become more common.

Reference:
Patent; UNIVERSITY OF DELAWARE; GRIMES, Catherine, Leimkuhler; MELNYK, James, E.; LIANG, Hai; DEMEESTER, Kristen, E.; (65 pag.)WO2016/172615; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 7189-69-7, name is 1,1′-Sulfonyldiimidazole, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 7189-69-7

A solution of n-butyllithium (2.50 M in hexanes, 340 muL, 0.86 mmol, 7.00 equiv) was added to astirred solution of hexamethyldisilazane (230 muL, 0.94 mmol, 7.70 equiv) in tetrahydrofuran (15mL) at 0 C. The resultant solution was warmed briefly to 23 C, then was cooled to 0 Cwhereupon a solution of 10 (50 mg, 0.12 mmol, 1 equiv) in tetrahydrofuran (5 mL) was added.The resultant mixture was stirred at 0 C for 30 min, then was cooled to -10 C whereuponN,N?-sulfuryldiimidazole (218 mg, 1.10 mmol, 9.00 equiv) was added. The reaction mixture waswarmed to 23 C and stirred at that temperature for 12 h. Excess N,N?-sulfuryldiimidazole wasquenched by the addition of methanol (5 mL), and the resultant mixture was concentrated. Theresidue was partitioned between saturated aqueous sodium bicarbonate solution (20 mL) anddichloromethane (20 mL). The layers were separated and the aqueous phase was extractedwith dichloromethane (3 ¡Á 25 mL). The combined organic layers were dried over anhydroussodium sulfate and the dried solution was concentrated. Purification of the residue by flashcolumn chromatography (20% ethyl acetate-hexanes) gave 28 (39 mg, 60%) as a colorless oil.

According to the analysis of related databases, 7189-69-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Fash, David M.; Peer, Cody J.; Li, Zhenwu; Talisman, Ian J.; Hayavi, Sima; Sulzmaier, Florian J.; Ramos, Joe W.; Sourbier, Carole; Neckers, Leonard; Figg, W. Douglas; Beutler, John A.; Chain, William J.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 11; (2016); p. 2641 – 2644;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 7189-69-7,Some common heterocyclic compound, 7189-69-7, name is 1,1′-Sulfonyldiimidazole, molecular formula is C6H6N4O2S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

[0118] The following describes a preparation of compound 29. (0215) [0119] To prepare compound 29, a solution of n-butyllithium (2.50 M in hexanes, 84.0 mu., 0.21 mmol, 7.00 equiv) was added to a stirred solution of hexamethyldisilazane (49 mu,, 0.23 mmol, 7.7 equiv) in tetrahydrofuran (5 ml) at 0 C. The reaction mixture was briefly warmed to 23 C then was cooled to 0 C whereupon a solution of 28 (12 mg, 30 muetaiotaomicron, 1.0 equiv) in tetrahydrofuran (2 ml) was added. The resultant mixture was stirred at 0 C for 30 min, then was cooled to -10 C whereupon Nu,Nu’- sulfuryldiimidazole (54 mg, 0.27 mmol, 9.0 equiv) was added. The reaction mixture was warmed to 23 C and stirred at that temperature for 12 h. Excess Nu,Nu-sulfuryldiimidazole was quenched by the addition of methanol (5 ml), and the resultant mixture was concentrated. The residue was partitioned between saturated aqueous bicarbonate solution (20 ml) and dichloromethane (20 ml). The layers were separated and the aqueous phase was extracted with dichloromethane (3 x 25 mL). The combined organic layers were dried over anhydrous sodium sulfate and the dried solution was concentrated. The residue was purified by flash column chromatography (20% ethyl acetate-hexanes) to afford 29 (14 mg, 88%) as a colorless oil. Imidazole 29: TLC: 20% ethyl acetate-hexanes, Rf = 0.33 (UV, CAM). 1H NMR (500 MHz, CDC13) delta: 8.01 (s, 1H), 7.49- 7.47 (m, 3H), 7.39-7.35 (m, 4H), 7.22 (s, 1H), 6.06 (s, 1H), 5.16 (d, J = 10.5 Hz, 1H), 4.57 (dd, J = 1 1.0 Hz, J 4.5 Hz, 1H), 2.57 (s, 3H), 2.27-2.16 (m, 2H), 2.12-2.08 (dd, J = 14.5 Hz, J = 4.5 Hz, 1H), 2.04-1.94 (m, 2H), 1.89-1.83 (m, 1H), 1.76-1.67 (m, 3H), 1.23-122 (m, 1H), 1.19 (s, 3H), 0.95 (d, J = 7.0 Hz, 3H), 0.93 (d, J = 6.5 Hz, 3H), 0.92 (d, J = 7.0 Hz, 3H). 13C NMR (500 MHz, CDC13). delta: 165.2, 156.5, 142.0, 137.1, 131.6, 129.2, 128.5, 126.3, 1 17.9, 116.8, 90.5, 85.3, 81.1, 70.4, 48.8, 46.4, 35.7, 32.5, 31.1, 29.7, 24.0, 22.5, 18.1 , 17.4, 16.8. FTIR (NaCl, thin film), cm”1 2925, 2854, 1718, 1627, 1423, 1203, 1 158. HRMS: ESI [M + H]+ Calcd. for C28H37N206S: 529.2367. Found: 529.2346.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1′-Sulfonyldiimidazole, its application will become more common.

Reference:
Patent; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; UNIVERSITY OF HAWAII; CHAIN, William J.; BEUTLER, John A.; FASH, David; FIGG, William D.; LI, Zhenwu; PEER, Cody John; RAMOS, Joe William; SULZMAIER, Florian J.; WO2015/120140; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 7189-69-7, name is 1,1′-Sulfonyldiimidazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 7189-69-7

Zn(NO3)26H2O (75 mg, 0.25 mmol), sdi (10 mg, 0.05 mmol) andmalonic acid (52 mg, 0.05 mmol) were mixed in 5 mL of methanol.The pH of the solution was adjusted to 5.0 by the addition of HNO3solution. The mixture was stirred for 30 min at room temperatureand filtered into a glass tube. Colorless crystals of 2 were obtainedin 5 days and collected by filtration, washed with water, and thendried in air. 89% yield (based on sdi). Anal. calcd (%): C, 23.17; H,2.57; N, 22.53. Found (%): C, 23.02; H, 2.64; N, 22.39. IR (KBr, cm1):3447 (m), 3126 (m), 2426 (w), 1637 (m), 1552 (m), 1456 (m), 1384(s), 1206 (m), 1165 (m), 1061 (m), 932 (m), 839 (m), 735 (m), 642(m), 619 (m), 575 (m).

The synthetic route of 1,1′-Sulfonyldiimidazole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Kang; Hu, Hanbin; Sun, Jing; Zhang, Yiheng; Han, Jishu; Wang, Lei; Journal of Molecular Structure; vol. 1134; (2017); p. 174 – 179;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 7189-69-7, name is 1,1′-Sulfonyldiimidazole, molecular formula is C6H6N4O2S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. category: imidazoles-derivatives

D. 1,1′-Bis-(3-methyl-imidazole)-1-sulfonyl triflate salt (1-F). To a solution of compound 1-E (1.26 g, 6.36 mmol) in CH2Cl2 (10 mL), cooled to 0 C., was added methyl triflate (0.719 mL, 6.36 mmol). The reaction mixture was allowed to warm to ambient temperature and stirred for 18 hours. The solvent was evaporated under reduced pressure to afford compound 1-F as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7189-69-7, its application will become more common.

Reference:
Patent; Matthews, Jay M.; US2010/160337; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 7189-69-7, The chemical industry reduces the impact on the environment during synthesis 7189-69-7, name is 1,1′-Sulfonyldiimidazole, I believe this compound will play a more active role in future production and life.

Zn(NO3)26H2O (75 mg, 0.25 mmol), sdi (10 mg, 0.05 mmol) andmalonic acid (52 mg, 0.05 mmol) were mixed in 5 mL of methanol.The pH of the solution was adjusted to 4.0 by the addition of HNO3solution. The mixture was stirred for 30 min at room temperatureand filtered into a glass tube. Colorless crystals of 1 were obtainedin 5 days and collected by filtration, washed with water, and thendried in air. 85% yield (based on sdi). Anal. calcd (%): C, 23.87; H,2.32; N, 23.20. Found (%): C, 23.95; H, 2.13; N, 23.11. IR (KBr, cm1):3427 (m), 3111 (m), 3010 (m),1652 (m),1551 (m),1453 (m),1384 (s),1325 (m), 1207 (m), 1167 (s), 1070 (m), 931 (m), 830 (m), 758 (m),633 (s), 614 (s), 573 (m).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,1′-Sulfonyldiimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Kang; Hu, Hanbin; Sun, Jing; Zhang, Yiheng; Han, Jishu; Wang, Lei; Journal of Molecular Structure; vol. 1134; (2017); p. 174 – 179;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 7189-69-7, name is 1,1′-Sulfonyldiimidazole, This compound has unique chemical properties. The synthetic route is as follows., name: 1,1′-Sulfonyldiimidazole

General procedure: A solution of 500 mg (4.46 mmol) of 2-fluorophenol 1.769 g (8.92 mmol) of 1,1?-sulfonyldiimidazole in 15 mL of tetrahydrofuran was treated with 727 mg (2.23 mmol) of cesium carbonate. The reaction was stirred for 12 h, concentrated, and the residue was partitioned between the ethyl acetate and water (10 mL each). The organic layer was washed sequentially with saturated ammonium chloride solution and brine. After drying over the anhydrous sodium sulfate, the organic layer was concentrated and chromatographed on silica with 1:5 ethyl acetate / hexane as the eluant to afford 880 mg (90%) of 11bas a clear oil:

According to the analysis of related databases, 7189-69-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yang, Baocheng; Sun, Zhexun; Liu, Changzhi; Cui, Yan; Guo, Zhilei; Ren, Yuwei; Lu, Zhijian; Knapp, Spencer; Tetrahedron Letters; vol. 55; 49; (2014); p. 6658 – 6661;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

7189-69-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 7189-69-7 name is 1,1′-Sulfonyldiimidazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A solution of 500 mg (4.46 mmol) of 2-fluorophenol 1.769 g (8.92 mmol) of 1,1?-sulfonyldiimidazole in 15 mL of tetrahydrofuran was treated with 727 mg (2.23 mmol) of cesium carbonate. The reaction was stirred for 12 h, concentrated, and the residue was partitioned between the ethyl acetate and water (10 mL each). The organic layer was washed sequentially with saturated ammonium chloride solution and brine. After drying over the anhydrous sodium sulfate, the organic layer was concentrated and chromatographed on silica with 1:5 ethyl acetate / hexane as the eluant to afford 880 mg (90%) of 11bas a clear oil:

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,1′-Sulfonyldiimidazole, and friends who are interested can also refer to it.

Reference:
Article; Yang, Baocheng; Sun, Zhexun; Liu, Changzhi; Cui, Yan; Guo, Zhilei; Ren, Yuwei; Lu, Zhijian; Knapp, Spencer; Tetrahedron Letters; vol. 55; 49; (2014); p. 6658 – 6661;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A common compound: 7189-69-7, name is 1,1′-Sulfonyldiimidazole, belongs to imidazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 7189-69-7

Methyl 5-(phenethylthio)-2-(l-phenylpiperazine-4-sulfonamido)benzoate (3q) Synthesized using reported procedure with modification (see, e.g., Beaudoin, S.; Kinsey, K. E.; Burns, J. F. J. Org. Chem. 2003, 68, 115-119). To a round-bottom-flask under nitrogen 1- (lH-imidazol-l-ylsulfonyl)-lH-imidazole 14 (80 mg, 0.4 mmol, 2 equiv.) and dry CH2CI2 (10 mL) were added at 0 C. MeOTf (72 mg, 0.05 mL, 0.44 mmol, 2.2 equiv.) was added and then the mixture was stirred for 3 hours. The solvent was removed under reduced pressure and re dissolved in dry CH3CN (10 mL) at room temperature. 1 -Phenylpiperazine (65 mg, 0.061 mL, 0.4 mmol, 2 equiv.) was added and then the mixture was stirred for 16 hours. The reaction mixture was concentrated under reduced pressure. The crude product was dissolved in dry CH2C12 (10 mL) at 0 C. MeOTf (72 mg, 0.05 mL, 0.44 mmol, 2.2 equiv.) was added, followed by stirring the mixture for 2 hours. The solvent was removed under reduced pressure and re dissolved in dry CH3CN (10 mL) at room temperature. Methyl 2-amino-5- (phenethylthio)benzoate 2 (57.5 mg, 0.2 mmol, 1.0 equiv.) was added and then the mixture was heated to reflux for 16 hours. The reaction mixture was then allowed to cool down and concentrated under reduced pressure. The crude product was purified by flash column chromatography (ethyl acetate_hexanes=30:70) on silica gel to afford 3q (75 mg, 73% over 2 steps) as yellow oil which solidified upon standing. lH NMR (300 MHz, CDC13) delta 10.45 (s, 1H), 8.02 (d, J= 2.1 Hz, 1H), 7.68 (d, J= 9.0 Hz, 1H), 7.51 (dd, J = 9.0, 3.0 Hz, 1H), 7.31-7.16 (m, 7H), 6.92-6.86 (m, 3H), 3.94 (s, 3H), 3.44- 3.41 (m, 4H), 3.19-3.11 (m, 6H), 2.92-2.87 (m, 2H); 1 C NMR (75 MHz, CDC13) delta 167.98, 150.59, 139.81, 139.76, 136.43, 132.74, 129.78, 129.22, 128.52, 128.48, 126.53, 120.80, 119.24, 116.79, 115.36, 52.67, 49.07, 46.28, 36.07, 35.64.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 7189-69-7, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; NIKOLOVSKA-COLESKA, Zaneta; STUCKEY, Jeanne A.; MADY, Ahmed; MIAO, Lei; (140 pag.)WO2016/172218; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

7189-69-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 7189-69-7 name is 1,1′-Sulfonyldiimidazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A solution of 500 mg (4.46 mmol) of 2-fluorophenol 1.769 g (8.92 mmol) of 1,1?-sulfonyldiimidazole in 15 mL of tetrahydrofuran was treated with 727 mg (2.23 mmol) of cesium carbonate. The reaction was stirred for 12 h, concentrated, and the residue was partitioned between the ethyl acetate and water (10 mL each). The organic layer was washed sequentially with saturated ammonium chloride solution and brine. After drying over the anhydrous sodium sulfate, the organic layer was concentrated and chromatographed on silica with 1:5 ethyl acetate / hexane as the eluant to afford 880 mg (90%) of 11bas a clear oil:

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,1′-Sulfonyldiimidazole, and friends who are interested can also refer to it.

Reference:
Article; Yang, Baocheng; Sun, Zhexun; Liu, Changzhi; Cui, Yan; Guo, Zhilei; Ren, Yuwei; Lu, Zhijian; Knapp, Spencer; Tetrahedron Letters; vol. 55; 49; (2014); p. 6658 – 6661;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem