Tag: M.W=300-400

These common heterocyclic compound, 760212-58-6, name is 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole, 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. category: imidazoles-derivatives

In a 1000 ml three-necked flask, equipped with mechanical stirring, Ar gas protection, add 25. lg of the bromine synthesized in the third step (molecular weight 348, 0.072 mol 1), 300 ml of anhydrous THF, cooled to -78 C, stirred 35ml of BuLi (2 ¡¤ 4M, 0.084mol) was added dropwise, the temperature was maintained at _78 C, and after stirring for 10 min, 40 ml of B(0iPr) 3 (molecular weight 188.07, specific gravity 0.9574, 0.204 mol) was added dropwise at -78 C. After stirring to room temperature (with 3 hrs), dilute acid is added to hydrolyze, the aqueous layer is separated, neutralized to neutrality, sodium chloride is added, hydrazine HF dissolved in water is distilled off under reduced pressure, and a white solid is precipitated and filtered to obtain a product. 21 g of solid product, yield 93.41%.

The synthetic route of 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Beijing Weixinnuo Technology Co., Ltd.; Tsinghua University; Li Yinkui; Duan Lian; Fan Hongtao; (34 pag.)CN104513206; (2019); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 2620-76-0

(2) Synthesis of 2-[4-(10-naphthalene-2-yl-anthracene-9-yl)-phenyl]-1-phenyl-1H-benzimidazole (Compound (1-7)) Dissolving 4.0 g (11 mmol) of 2-(4-bromophenyl)-1-phenyl-1H-benzimidazole, 4.0 g (11 mmol) of 10-naphthalene-2-yl-anthracene-9-boronic acid and 0.27 g of tetrakis (triphenylphosphine) palladium into 40 milliliter of 1,2-dimethoxyethane, adding 18 milliliter of 2.0M sodium carbonate aqueous solution, the resultant suspension was refluxed with heating for 7 hours. After completion of the reaction, separation with filtration was carried out and resultant crystals were washed with water and methanol, thereby obtaining 5.1 g of yellowish white solids (yield: 78 percent). As a result of mass spectrum (MS) analysis, it was recognized that the yellowish white solids were identified as the aimed substance and that m/e= 572 for molecular weight of 572.23.

The synthetic route of 2620-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; EP1602648; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 15469-97-3, name is 1-Trityl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C22H18N2

EXAMPLE 54 STR84 Preparation of (+-)-trans-4-(2-(4-cyclopentylbut-1-ynyl)cyclopropyl)imidazole (54). (+-)-trans-4-(2-(4-Cyclopentylbut-1-ynyl)cyclopropyl)imidazole was prepared as described for the Example 38 except racemic mixture of 4-(2-ethylnylcyclopropyl)-1-(triphenylmethyl)imidazole was used. (+-)-trans-4-(2-(4-Cyclopentylbut-1-ynyl)cyclopropyl)imidazole (54). 1 H-NMR (300 MHz, CD3 OD): delta 7.51 (s, 1H), 6.81 (s, 1H), 2.14 (m, 2H), 2.04 (m, 1H), 1.88 (m, 1H), 1.80 (m, 2H), 1.65-1.39 (m, 7H), 1.17-1.02 (m, 4H); MS (Cl) m/e 229(M+1).

The synthetic route of 15469-97-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gliatech, Inc.; US6008240; (1999); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 1003-91-4, These common heterocyclic compound, 1003-91-4, name is 2,4,5-Tribromo-1-methylimidazole, 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.

To a stirred suspension of NaH (68 mg, 1.71 mmol, 60% in mineral oil) in dry THF (5 mL) at 0 C was added a dry THF (6 mL) solution of 54 (268 mg, 1.14 mmol). After 30 min of stirring at 0 C, 2,4,5-tribromo-1-methyl-1H-imidazole [38] (399 mg, 1.10 mmol) was added. The reaction mixture was refluxed overnight, then cooled, and poured into ice water (?10 mL). The resulting mixture was extracted with EtOAc (2 * 10 mL). The combined organic phases were extracted with aq HCl solution (1M, 2 * 6 mL). The combined water phases were basified to pH 14 with a concentrated aq NaOH solution and extracted with EtOAc (3 * 10 mL). The combined organic phases were dried (MgSO4), filtered, and evaporated in vacuo. Purification by DCVC (DCM:MeOH:NH3/100:0:0 to 100:13:1) gave 1-((4,5-dibromo-1-methyl-1H-imidazol-2-yl)oxy-N,N-dimethyl-7-phenylheptan-3-amine as a yellow oil (155 mg, 29%). 1H NMR (CD3OD, 400 MHz) delta 7.26-7.20 (m, 3H), 7.18-7.10 (m, 3H), 4.41-4.29 (m, 2H), 3.36 (s, 3H), 2.62 (t, 3H, J = 7.5 Hz), 2.33 (s, 6H), 2.00 (dq, 1H, J = 14.4, 7.8 Hz), 1.81 (dq, 1H, J = 7.8, 6.8 Hz), 1.69-1.61 (m, 4H), 1.39-1.37 (m, 2H). 13C NMR (CD3OD, 101 MHz) delta 129.55 (2C), 129.44 (2C), 126.85, 110.88, 69.83, 62.27, 40.79 (2C), 36.88, 32.82, 31.03, 30.32, 27.78.

Statistics shows that 2,4,5-Tribromo-1-methylimidazole is playing an increasingly important role. we look forward to future research findings about 1003-91-4.

Reference:
Article; Bach, Tinna B.; Jensen, Anders A.; Petersen, Jette G.; S¡ãrensen, Troels E.; Della Volpe, Serena; Liu, Jun; Blaazer, Antoni R.; Van Muijlwijk-Koezen, Jacqueline E.; Balle, Thomas; Fr¡ãlund, Bente; European Journal of Medicinal Chemistry; vol. 102; (2015); p. 425 – 444;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 2620-76-0, These common heterocyclic compound, 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, 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: The solution of n-BuLi in 2.5Mn-hexane (2.64 mL,6.6 mmol)was added dropwise to a solution of 2-(4-bromophenyl)-1-phenyl-1H-benzo[d] imidazole (2.09 g, 6 mmol) in dry THF(30 mL) at 78 C. At temperature of 78 C, the resulting reactionmixture was stirred continuously. Thereafter, we slowly added trimethylchlorosilane(0.76 mL, 6 mmol) to the mixture. Then, thereaction temperature was allowed to warm at room temperatureand stirred overnight. The reaction was quenched by adding water, and the crude product was extracted twice using 100 mL ofdichloromethane. Finally, the crude productwaswashed with brine.The combined organic layer was dried over MgSO4 and subjected tofiltration. The filtrates were dried under reduced pressure, and theresidue was subjected to column chromatography using ethyl acetate/n-hexane (v:v 1:10) as an eluent. Compound 1 was obtainedas a white solid with yield of 78%. We could not perform train sublimationof compound 1 due to its poor thermal stability.

The synthetic route of 2620-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yi, Seungjun; Kim, Jin-Hyoung; Bae, Woo-Ri; Lee, Jiwon; Han, Won-Sik; Son, Ho-Jin; Kang, Sang Ook; Organic electronics; vol. 27; (2015); p. 126 – 132;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 33016-47-6, These common heterocyclic compound, 33016-47-6, name is 1-Trityl-1H-imidazole-4-carbaldehyde, 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.

Example 2Preparation of 2-(1-trityl-1 H-imidazole-4-yl)indan-1 ,3-dione 1-Trityl-1 H-imidazole-4-carboxaldehyde (12Og, 0.319mol) and phthalide (42.8g, 0.319mol) were added to stirred ethyl acetate (100OmL) in a 4-neck round bottom flask fitted with a mechanical stirrer, a thermometer, a dropping funnel and a reflux condenser.Meanwhile sodium methoxide (51.7g, 0.957mol) was added to cooled methanol (50OmL) in a separate vessel. Thereafter the methanolic solution of sodium methoxide was added to the reaction mixture at 6O0C and was heated at this temperature for 3 hours and then cooled to 3O0C, at which point the solvent was removed by distillation at a reduced pressure.The distillation residue was poured into water and aqueous hydrochloric acid solution was added, until pH=4-5. The solid orange-brownish precipitates were filtered, the crude product of 2-(1-trityl-1 H-imidazole-4-yl)indan-1 ,3-dione was washed on filter with water.After the recrystallization of crude 2-(1-trityl-1 H-imidazole-4-yl)indan-1 ,3-dione from ethanol the yield of the 2-(1-trityl-1 H-imidazole-4-yl)indan-1 ,3-dione intermediate product was 97.4g (67.2%), having a melting temperature of 213 to 215C

Statistics shows that 1-Trityl-1H-imidazole-4-carbaldehyde is playing an increasingly important role. we look forward to future research findings about 33016-47-6.

Reference:
Patent; Grindeks, a joint stock company; WO2009/71584; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 760212-58-6, name is 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole, 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. Application In Synthesis of 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole

7 g of 1-(4-bromophenyl)-2-phenylbenzimidazole (0.02 mol) was added to 150 ml of THF, and the temperature was lowered to -78 C, and 12 ml (2.5 M/L, 0.03 mol) was added dropwise at -78 C. n-BuLi, keep warm for 30 minutes, add 4.26g (0.041mol) of trimethyl borate, after 2 hours of reaction, the reaction is completed, add 50ml of water to the reaction solution, stir for 20 minutes, add hydrochloric acid to adjust the pH to acidity, stir 30 The reaction solution was extracted three times with ethyl acetate. The organic layer was combined and washed with water, and then the organic phase was separated and evaporated to dryness. The solid was digested twice with petroleum ether and filtered to give 2 g of white solid intermediate A, yield 60%.

The synthetic route of 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Gao Guang Semiconductor Materials Co., Ltd.; Qian Chao; Xu Jun; Wang Dening; (108 pag.)CN104987309; (2019); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 33016-47-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 33016-47-6, name is 1-Trityl-1H-imidazole-4-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

In a 500 ml, three-necked flask fitted with a magnetic stirrer and a reflux condenser under inert atmosphere, ethyl 4-amino-3-phenylbutanoate hydrochloride x42 (synthesized as described in patent application EP1265862, 6.2 g, 38 mmol), 1-trityl-1 H- imidazole-4-carbaldehyde x43 (Dolensky B., Kirk K.L., Collect. Czech. Chem. Commun. (2002), 67, 1335-1344; 8.2 g, 36.1 mmol) and MeOH (150 ml) are stirred at room temperature. Triethylamine (3.9 ml, 41.85 mmol) and NaBH4 (1.06 g, 41.8 mmol) are added by portions. The mixture is stirred at 45 0C for 3 h, then at room temperature overnight. CH2CI2 (300 ml) and water (300 ml) are added, the aqueous phase is extracted with CH2CI2 (2 x 200 ml). The combined organic phases are washed with a saturated solution of NH4CI (2 x 150 ml), dried, filtered and concentrated in vacuo. The crude product is recrystallized from AcOEt to afford 4-phenyl-1 -[(1 -trityl-1 H-imidazol-4- yl)methyl]pyrrolidin-2-one x44.Yield: 36 %.LC-MS (MH+): 484.

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-Trityl-1H-imidazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UCB S.A.; WO2006/128692; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 15469-97-3, 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. 15469-97-3 name is 1-Trityl-1H-imidazole, 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.

(i) (2R)-1-(benzyloxy)-3-(1-trityl-1H-imidazol-2-yl)-2-propanol In an argon atmosphere, n-butyllithium (1.6 M solution in hexane, 6.9 ml) was added drop by drop to a solution of 1-tritylimidazole (3.10 g) in THF (80 ml) under ice cooling. After stirring at the same temperature for 30 minutes, (R)-2-[(benzyloxy)methyl]oxirane (1.52 ml) was added. After stirring under ice cooling for 1.5 hours and at room temperature for 1 hour, water was added and the reaction mixture was extracted with ethyl acetate. The extract was washed with water and saline and dried over magnesium sulfate, after which it was concentrated under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane 1:1) to yield the titled compound (1.402 g) as a pale-yellow oily substance. 1H-NMR (CDCl3) delta: 2.06 (2H, dd, J=2.8 Hz, 18.0 Hz) 3.08 (1H, dd, J=5.4 Hz, 9.8 Hz), 3.21 (1H, dd, J=5.4 Hz, 9.8 Hz), 3.55-3.7 (1H, m), 4.36 (2H, s), 6.73 (1H, d, J=1.4 Hz), 6.93 (1H, d, J=1.4 Hz), 7.0-7.4 (20H, m).

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

Reference:
Patent; Tasaka, Akihiro; Hitaka, Takenori; Matsutani, Etsuya; US2002/173526; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 760212-58-6, These common heterocyclic compound, 760212-58-6, name is 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole, 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.

In a one-neck 250 mL flask2.5 g (4.54 mmol) of Intermediate 4, 1.59 g (4.54 mmol) of Int.4, 0.16 g (0.14 mmol) of Pd (PPh3) 4, 1.26 g (9.08 mmol) of K2CO3,50 mL of toluene, 20 mL of ethanol and 10 mL of water were mixed and stirred for 11 hours while heating and refluxing.After the reaction was completed, the solvent was distilled off under reduced pressure, diluted with 50 mL of CHCl3 and filtered using celite.Washed with 100 mL of CHCl3, concentrated under reduced pressure, and purified by silica gel column chromatography to obtain 2.0 g (yield: 64.5%) of 4-42 (WS15-30-305) as a white solid.

The synthetic route of 760212-58-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lapto Co., Ltd.; MOON, Seong-shik; SEOK, Moon-ki; GO, Byung-soo; KIM, Nam-ho; KWAK, Se-young; HAN, Gab-jong; OH, Eu-gene; (38 pag.)KR2017/103574; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem