Category: 7189-69-7

Adding a certain compound to certain chemical reactions, such as: 7189-69-7, name is 1,1′-Sulfonyldiimidazole, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 7189-69-7, Product Details of 7189-69-7

To a pre-washed (hexane) suspension of NaH (60% in mineraloil, 284 mg, 7.11 mmol) in dry DMF (10 mL), a soln of 7 (1.06 g,1.42 mmol) in dry DMF (15 mL) was slowly added under argonatmosphere at 0 C. The mixture was stirred at 0 C for 30 min,cooled to 30 C, treated with Im2SO2 (411.5 mg, 2.08 mmol) andfurther stirred at 30 C. After 1 h, TLC analysis (4:6 hexane-EtOAc) revealed the complete disappearance of the starting material.The reaction mixture was then cooled to 40 C, the excess ofNaH was destroyed by addition of MeOH (0.5 mL). After 10 min,Et2O (20 mL) and crushed iced-water were added. The organicphase was separated and the aqueous layer was extracted withEt2O (3 50 mL). The collected organic phases were dried, filtered,and concentrated under diminished pressure. Flash chromatographicpurification over silica gel of the reaction product (6:4 hexane-EtOAc) gave pure 8 (1.02 g, 83% yield) as a clear syrup; Rf 0.37(6:4 hexane-EtOAc), [a]D 13.6 (c 1.16, CHCl3); 1H NMR (CD3CN): d8.01 (dd, 1H, J2,4 1.3 Hz, Im-H2), 7.46 (dd, 1H, J2,5 0.9 Hz, J4,5 1.6 Hz,Im-H4), 7.40-7.24 (m, 15H, Ar-H), 7.01 (dd, 1H, Im-H5), 5.25 (dd,1H, J10,20 0.6 Hz, J20,30 2.3 Hz, H-20), 4.94 (d, 1H, H-10), 4.68, 4.48(AB system, 2H, JA,B 10.8 Hz, CH2Ph), 4.64, 4.49 (AB system, 2H,JA,B 11.8 Hz, CH2Ph), 4.56, 4.47 (AB system, 2H, JA,B 11.9 Hz, CH2Ph),4.35 (m, 2H, H-1, H-2), 4.20 (dt, 1H, J4,5 4.9 Hz, J5,6a = J5,6b 6.4 Hz,H-5), 4.03 (dd, 1H, J2,3 7.3 Hz, J3,4 1.9 Hz, H-3), 3.94 (m, 2H, H-6a,H-6b), 3.89 (dd, 1H, H-4), 3.70 (dd, 1H, J30,40 10.5 Hz, H-30), 3.68(m, 3H, H-40 , H-60a, H60b), 3.39 (m, 1H, H-50), 3.38, 3.35 (2s, each3H, 2 OMe-1), 1.35, 1.34, 1.32, 1.29 (4s, each 3H, 2 CMe2);13C NMR (CD3CN): d 139.3, 139.1, 138.4 (3 Ar-C), 138.1 (Im-C2),131.2 (Im-C4), 129.3-128.6 (Ar-CH), 119.7 (Im-C5), 110.5, 109.0(2 CMe2), 106.3 (C-1), 99.0 (C-10), 84.6 (C-20), 78.7 (C-4), 78.0

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; Guazzelli, Lorenzo; Catelani, Giorgio; D’Andrea, Felicia; Gragnani, Tiziana; Carbohydrate Research; vol. 388; 1; (2014); p. 44 – 49;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 7189-69-7 as follows. Recommanded Product: 7189-69-7

To a solution of phenethylamine (34, 0.15mmol) in THF (5mL), triethylamine (0.15mmol) was added. To this mixture, 1,1′-sulfonyldiimidazole (0.15mmol) was added and the reaction mixture was stirred at 60C for 2h. After the completion of the reaction monitored by TLC, water was added and the reaction mixture was extracted using ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum. The obtained intermediate 36 was used for next step without further purification. In the next step, 3-phenylpropylamine (0.15mmol) was dissolved in THF and triethylamine (0.15mmol) was added. To this mixture, 36 was added. The reaction was stirred at 60C for 3h. The reaction was monitored by TLC. After the completion of the reaction, the reaction mixture was quenched with water and the whole mixture was extracted using ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure. The crude mixture was purified by column chromatography to afford the pure product 3. Yield 72%, Pale yellow solid. Rf 0.30 (2: 1 Ethylacetate: Hexane), mp. 135-137C; IR (neat): 3362, 2950, 2822, 1560, 1523, 1345, 1170, 945cm-1. 1H NMR (CDCl3) delta 1.79-1.87 (m, 2H), 2.64 (t, J=8.00Hz, 2H), 2.85 (t, J=7.20Hz, 2H), 2.92-2.97 (m, 2H), 3.28-3.33 (m, 2H), 4.07-4.13 (m, 2H), 7.15-7.33 (m, 10H); 13C NMR (CDCl3) delta 31.13, 32.94, 35.81, 42.68, 44.31, 126.35, 127.04, 128.50, 128.71, 128.97, 128.98, 138.10, 141.04. HRMS Calcd for C17H22N2O2S m/z [M+H] 319.1481, found 319.1507.

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; Manickam, Manoj; Jalani, Hitesh B.; Pillaiyar, Thanigaimalai; Sharma, Niti; Boggu, Pulla Reddy; Venkateswararao, Eeda; Lee, You-Jung; Jeon, Eun-Seok; Jung, Sang-Hun; European Journal of Medicinal Chemistry; vol. 134; (2017); p. 379 – 391;,
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 1,1?-sulfonyldiimidazole(119 mg, 0.6 mmol), ethinyl estradiol (9,89 mg, 0.3 mmol), and cesium carbonate (49 mg, 0.15 mmol) in 5 mL of tetrahydrofuran was stirred at 23 C for 18 h, and then was concentrated. The residue was dissolved in 5 mL of ethyl acetate, which was washed sequentially with saturated aqueous ammonia chloride, and brine, dried, concentrated, and then chromatographed on silica with 2:3 ethyl acetate / hexane as the eluant, to provide 116 mg(91%) of 10 as a white solid, mp 168- 170 C : 1H NMR (500 MHz, CDCl3) delta 7.74 (s,1 H), 7.32 (d, 1 H, J = 1.5 Hz), 7.24(d, 1 H, J = 9.5 Hz), 7.17 (s, 1 H), 6.63 (d, 1 H, J = 6.5 Hz),6.60 (d, 1 H, J = 1.5 Hz), 2.80 (d, 2H, J = 4.5 Hz), 2.59 (s, 2 H), 2.39 – 2.28 (m, 2 H), 2.24 – 2.18 (m, 1H), 2.08 – 1.97 (m, 1 H), 1.97 – 1.84 (m, 2 H), 1.84 – 1.59 (m, 3 H), 1.54 -1.22 (m, 4 H), 0.88 (s, 3 H); 13C NMR (126 MHz, CDCl3) delta147.1, 141.2, 139.7, 137.8, 131.4, 127.4, 121.3, 118.6, 118.2, 87.6, 79.9, 74.3, 49.7, 47.2, 43.9, 39.1, 38.9, 32.9, 29.7, 26.9, 26.3,23.0, 12.9; ESI-MS m/z 427.1 MH+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 7189-69-7.

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

Synthetic Route 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.

0.18 g (1.20 mmol) of 2-hydroxyl-N-methylbenzenecarboximidamide is stirred with 0.48 g (2.42 mmol) of 1,1′-sulphonyldiimidazole at 120 C. for 18 hours. Cooling is followed by stirring the mixture with water and then decanting off from the water. The remaining residue is chromatographed on silica gel (450 g, 40-63 mum) with dichloromethane/methanol=99/1. 87 mg of product are isolated.

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; BAYER CROPSCIENCE AG; US2010/267703; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 7189-69-7, 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.

General procedure: (I) 1,2:5,6-Di-O-isopropylidene-alpha-D-glucofuranose (3)(1.0 g; 4.0 mmol) was dissolved in DMF (20 ml), cooledat 0 C and under N2-atmosphere NaH (0.14 g; 6.0 mmol)was added to the solution. The suspension was stirred for30 min and cooled to -35 to -40 C. After N?,N-sulfonyldiimidazole(1.2 g; 6.0 mmol) in DMF (12 ml) was droppedto the reaction mixture and stirred for 30 min again at-40 C. MeOH was added (0.8 ml) to the solution andstirred for 30 min at -40 C. The solution was poured intoice-water (200 ml). The precipitate was filtered, washedwith cold water to get the white crystalline product 11(1.2 g; 80%). M.p.: 97-98 C; lit. m.p. (Vatle and Hanessian1996): 98-99 C; Rf = 0.70 (EtOAc-hexane 1:1).(II) From 3 (25.0 g; 96.0 mmol) the yield was 84% (31.5 g).

The synthetic route of 7189-69-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nagy, Adrienn; Csordas, Barbara; Zsoldos-Mady, Virag; Pinter, Istvan; Farkas, Viktor; Perczel, Andras; Amino Acids; vol. 49; 2; (2017); p. 223 – 240;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference 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.

A 20-mL vial was charged with N-(4-methoxybenzyl)-6-methylpyrimidin-4-amine (Preparation 7i, 500 mg, 2.181 mmol) and l,r-sulfonylbis(lH-imidazole) (864 mg, 4.36 mmol) then purged with nitrogen. 2-Methyltetrahydrofuran (10.0 mL) and a solution of lithium hexamethyldisilazide in THF (1.0 M, 4.27 mL, 4.27 mmol) were added via syringe to the stirred reaction mixture. The vial was sealed with a Teflon coated cap and the reaction was warmed to 90 C and stirred vigorously. After 1 h, the red reaction mixture was allowed to cool to ambient temperature. The reaction mixture was diluted with water (25 mL) and EtOAc (25 mL). The layers were separated and the aqueous layer extracted with additional EtOAc (2 x 25 mL). The combined organic layers were washed with brine (50 mL), dried over anhydrous magnesium sulfate, filtered, concentrated under reduced pressure and purified by flash column chromatography (100-g silica gel Biotage column, eluent: gradient, 20 to 80% 3:1 EtOAc/EtOH in heptane with DCM as a 10% additive) to afford N-(4-methoxybenzyl)-N-(6-methylpyrimidin-4-yl)-1H-imidazole-1-sulfonamide (0.64 g, 1.78mmol, 82 % yield) as a reddish oil.

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; USA Anjin Corporation; M .weisi; B .C.miergelamu; T .dining; J .siteerwogen; A .gusiman-peileisi; A .beiqiao; I .E.makesi; (177 pag.)CN107531705; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 7189-69-7, A common heterocyclic compound, 7189-69-7, name is 1,1′-Sulfonyldiimidazole, molecular formula is C6H6N4O2S, 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.

A solution of Iota ,Iota ‘-sulfonyldiimidazole (1 ; 2.88 g, 14.5 mmol, reference 56) and 3,5- dichlorophenol (2; 1.18 g, 7.25 mmol) in THF (28.8 mL) was treated with cesium carbonate (1.18 g, 3.63 mmol), heated at a reflux and stirred for 18 h. The volatiles were evaporated. The residue was dissolved in EtOAc (20 mL), washed sequentially with water (25 mL), sat. amonium chloride solution (25 mL) and brine (25 mL), dried over MgS04, filtered and evaporated. The residue was purified by flash chromatography eluting with 1 :9 EtOAc:hexane. Evaporation of the collected fractions afforded sulfonate 3 (1.6 g, 75 %) as an oil: Rf 0.46 (3:17 EtOAc:hexane); 1H NMR (CDCI3, 400 MHz) delta 6.89 (2H, d, J = 1.8), 7.20 (1 H, dd, J = 0.6, 1.5), 7.30 (1 H, t, J = 1.5), 7.37 (1 H, t, J = 1.8), 7.82 (1 H, s); 13C NMR (CDCI3, 75 MHz) delta 118.6, 120.9, 129.6, 132.1 , 136.6, 137.7, 149.3; IR (neat) vmax/cm”1 1 152, 1189, 1209, 1421 , 1577, 3088; HRMS (ESI) m/z calculated for CgHrCfeNzOaS [M+H]+ 292.9549; found 292.9551.

The synthetic route of 7189-69-7 has been constantly updated, and we look forward to future research findings.

Synthetic Route 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.

0.25 g (1.39 mmol) of 2-ethoxy-6-hydroxybenzenecarboximidamide is stirred without solvent with 0.65 g (3.28 mmol) of 1,1′-sulphonyldiimidazole at 130 C. for 18 hours. Cooling is followed by stirring the mixture with water and removing with dichloromethane. The organic phase is dried over magnesium sulphate and concentrated under reduced pressure. This gives 0.2 g of a pale yellow, crystalline material.

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.

Application of 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.

Adding a certain compound to certain chemical reactions, such as: 7189-69-7, name is 1,1′-Sulfonyldiimidazole, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 7189-69-7, category: imidazoles-derivatives

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:

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; 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