Category: 2849-93-6

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2849-93-6, name is 1H-Benzimidazole-2-carboxylic acid, A new synthetic method of this compound is introduced below., name: 1H-Benzimidazole-2-carboxylic acid

General procedure: To a solution of the commercially available L-leucine tert-butyl ester (12, 0.89mmol) in DMF (15mL) were added an appropriate carboxylic acid (8, 1.1mmol), HOBt¡¤H2O (1.1mmol), and EDC¡¤HCl (1.1mmol). The resulting solution was cooled to 0C under ice bath conditions, and TEA was added dropwise. After 5min, the ice bath was removed, and the mixture was allowed to stir for 2h at ambient temperature. DMF was removed under high vacuum, and the resulting residue was dissolved in EtOAc (30mL). The organic layer was washed with 5% citric acid (20mL¡Á2), 5% NaHCO3 (20mL¡Á2), and brine (20mL). The solution was dried over Na2SO4, filtered, and evaporated under reduced pressure to give compound 13. The resulting crude compound was purified by silica gel column chromatography using hexane-EtOAc as eluents.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Thanigaimalai, Pillaiyar; Konno, Sho; Yamamoto, Takehito; Koiwai, Yuji; Taguchi, Akihiro; Takayama, Kentaro; Yakushiji, Fumika; Akaji, Kenichi; Chen, Shen-En; Naser-Tavakolian, Aurash; Schoen, Arne; Freire, Ernesto; Hayashi, Yoshio; European Journal of Medicinal Chemistry; vol. 68; (2013); p. 372 – 384;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 2849-93-6, These common heterocyclic compound, 2849-93-6, name is 1H-Benzimidazole-2-carboxylic acid, 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.

0.064 mmol of BENZIMIDAZOLECARBOXYLIC acid 41 was dissolved in DMF together with 0.064 MMOL of the amine 5d, a solution of TBTU (0.096 MMOL) in DMF, HOBT (0.026 MMOL) in DMF and 0.32 MMOL of DIPEA were added successively, and the mixture was stirred at room temperature. After 2.5 hours, 0.2 eq. of acid was added, and the mixture was stirred overnight. After further addition of 0.2 eq. of acid, the reaction mixture was diluted with water after 3 hours, and the resulting precipitate was filtered off with suction, washed with water and digested with diethyl ether. Yield : 76%, pale-beige solid

The synthetic route of 2849-93-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GmbH; WO2005/4863; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 2849-93-6, name is 1H-Benzimidazole-2-carboxylic acid, 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. 2849-93-6

A mixture of 1H-benzimidazole-2-carboxylic acid (4.0g, 24.6mmol), aminoethanol (1.48mL, 24.6mmol), 1-hydroxybenzotriazole (4.14g, 27.1mmol) and N-(3-dimethylaminopropyl)-N?-ethylcarbodiimide hydrochloride (5.19g, 27.1mmol) in 80mL dimethylformamide was stirred for 12hat room temperature then concentrated in vacuo. The residue could be crystallized from ethanol (35mL). Yield: 3.13g (62%), EI-LRMS m/z 206.1= (M+H)+.

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 2849-93-6.

Reference:
Article; Szabo, Gyoergy; Kolok, Sandor; Orgovan, Zoltan; Vastag, Monika; Beni, Zoltan; Koti, Janos; Saghy, Katalin; Levay, Gyoergy I.; Greiner, Istvan; Keser?, Gyoergy M.; European Journal of Medicinal Chemistry; vol. 186; (2020);,
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. 2849-93-6, name is 1H-Benzimidazole-2-carboxylic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 2849-93-6

General procedure: To a solution of the intermediate acid compound 1a-f (1 equiv.)in anhydrous DMF was added EDCI (1.1 equiv) and HOBt (1.1equiv), respectively. The reaction mixture was stirred for 1 h at ambient temperature, and the L-serine ester (1.1 equiv.) and DIEA(3 equiv.) were added. The solution was heated to 70 C for 6 hand then cooled to room temperature. The reaction mixture was poured into ice water, and the resulting solid was filtered and dried to give the desired compound.

The synthetic route of 2849-93-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhao, Shizhen; Wei, Peng; Wu, Mengya; Zhang, Xiangqian; Zhao, Liyu; Jiang, Xiaolin; Hao, Chenzhou; Su, Xin; Zhao, Dongmei; Cheng, Maosheng; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3242 – 3253;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

2849-93-6, 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 2849-93-6 as follows.

Diisopropylethylamine (2.2 [MMOL)] was added to a solution of benzimidazole-2- carboxylic acid (3.59 [MMOL),] [0- (7-AZABENZOTRIAZOL-1-YL)-N, N, N’, N’-] [TETRAMETHYLURONIUM] hexafluorophosphate (HATU, 3.00 [MMOL),] 1-hydroxy-7- [AZABENZOTRIAZOLE] (HOAT, 3.00 [MMOL),] and 1-methylpiperazine (2.00 [MMOL)] in DMF (0.5 M). The reaction mixture was allowed to stir at room temperature overnight. The solvent was removed, and the residue was dissolved in EtOAc. The solution was washed with 1 N HCI, satd aq [NAHCO3] and brine. It was then dried [(NA2SO4),] filtered, and concentrated to obtain the crude product as a viscous oil, which was purified on silica gel (40 g; 3-10% methanol (2 M NH3)/dichloromethane), yielding the title compound (1.68 mmol, 47%). Elemental analysis: calculated for [C13H16N4O,] C 63.91, H 6.60, N 22.93 ; found C 63.76, H 6.79, N 22.87. The MS [AND 1H] NMR data matched that of the sample prepared above.

According to the analysis of related databases, 1H-Benzimidazole-2-carboxylic acid, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2004/22060; (2004); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

2849-93-6, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2849-93-6, name is 1H-Benzimidazole-2-carboxylic acid, A new synthetic method of this compound is introduced below.

The bispyridine ester amine compound (168 , 0.83 mmol) in Example 1 and benzoimidazole-2-carboxylic acid (190 , 1.17 mmol) were dissolved in DMF (5 ), HBTU (402 , 1.25 mmol) and triethylamine (0.58 , 4.17 mmol) were added to the solution, and the mixture was stirred at room temperature for 24 hours. After the reaction was completed, the product was washed and filtered to yield a target compound as a white solid (247 , 86 %) by chromatography (methanol : dichloromethane = 1:30).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; KOREA RESERACH INSTITUTE OF CHEMICAL TECHNOLOGY; WO2009/125923; (2009); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

2849-93-6, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2849-93-6, name is 1H-Benzimidazole-2-carboxylic acid, A new synthetic method of this compound is introduced below.

To awarm solution of [(eta6-p-cymene)RuI2]2 (49 mg, 0.05 mmol)in ethanol (2.5 mL) a warm solution of HL (16 mg, 0.1 mmol) inethanol (2.5 mL) and triethylamine (13.92 mL), were added. Themixture was stirred at room temperature for 4 h. The orange-redproduct was filtered off, washed with ethanol (4 mL), diethylether and dried in vacuo. Yield: 35.7 mg, 68.4%. Anal. Calcd forC18H19IN2O2Ru, %: C, 41.31; H, 3.66; N, 5.35. Found, %: C, 41.27; H,3.75; N, 5.22. IR (ATR, cm1): 3070(m), 2962(s), 2754(m), 1637(s),1590(m), 1527(s), 1474(s), 1329(s), 1228(m). 1H NMR (199.97 MHz,DMSO-d6, delta, ppm): 14.06 (s, 1H, NH), 7.98 (dd, 1H, JHeH 2.7 and6.5, Hz, CHL), 7.63e7.56 (m, 1H, CHL), 7.55e7.45 (m, 2H, CHL), 5.99(d, 1H, JHeH 5.9 Hz, CHcymene), 5.90 (q, 2H, JHeH 6.3 Hz, CHcymene),5.80 (d, 1H, JHeH 5.9 Hz, CHcymene), 2.81 (m, 1H,JHeH 6.9 Hz, eCH(CH3)2), 2.33 (s, 3H,eCH3), 1.14 (dd, 6H,JHeH 2.8 and 6.9 Hz, eCH(CH3)2). 13C NMR (50.28 MHz, DMSO-d6 ,delta, ppm): 20.27 (eCH3), 22.15 (eCH(CH3)2), 31.55 (eCH(CH3)2),79.05, 80.18, 80.88, 81.08, 86.17 (CHcymene), 96.76 (CeCH3), 103.30(CeCH(CH3)2), 114.12, 118.40, 124.42, 125.69 (CHL), 134.02, 140.90(CeCHL), 145.11 (CeCOO), 163.65 (eCOO). ESI-MS (MeOH): m/z397.049 [M-I]+, 353.059 [M-I-CO2]+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Panti?, Darko N.; Arancrossed D Signelovi?, Sandra; Radulovi?, Sini?a; Roller, Alexander; Arion, Vladimir B.; Grguri?-?ipka, Sanja; Journal of Organometallic Chemistry; vol. 819; (2016); p. 61 – 68;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 2849-93-6, name is 1H-Benzimidazole-2-carboxylic acid, molecular formula is C8H6N2O2, 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. 2849-93-6

A mixture of 3-nitro-N-(piperidin-4-yl)pyridin-2-amine hydrochloride (intermediate 58, 580 mg, 2.3 mmol), 1H-benzo[d]imidazole-2-carboxylic acid (365 mg, 2.3 mmol), 1H-benzo[d][1,2,3]triazol-1-ol (365 mg, 2.7 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (516 mg, 2.7 mmol) and N-methylmorpholine (455 mg, 4.6 mmol) in dry dimethylformamide (15 mL) was stirred at room temperature overnight. The mixture was diluted with water (60 mL), and extracted with ethyl acetate (2*50 mL). The organic layer was washed with brine, dried over sodium sulfate and concentrated to give the crude compound which was purified by silica chromatography to afford (1H-benzo[d]imidazol-2-yl)(4-((3-nitro-pyridin-2-yl)amino)piperidin-1-yl)methanone (600 mg, 1.64 mmol, 72.8% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2849-93-6, its application will become more common.

Reference:
Patent; AMGEN INC.; Allen, Jennifer R.; Amegadzie, Albert; Andrews, Kristin L.; Brown, James; Chen, Jian J.; Chen, Ning; Harrington, Essa Hu; Liu, Qingyian; Nguyen, Thomas T.; Pickrell, Alexander J.; Qian, Wenyuan; Rumfelt, Shannon; Rzasa, Robert M.; Yuan, Chester Chenguang; Zhong, Wenge; US2013/225552; (2013); A1;,
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 2849-93-6 as follows. 2849-93-6

General procedure: A reaction mixture of H2BIC (0.0162 g,0.1mmol), Gd(NO3)3¡¤6H2O (0.0451 g, 0.1 mmol), Na2C2O4 (0.0134 g, 0.1 mmol), CH3CN(5 mL) and EtOH (5 mL) was stirred for 20 min, then transferred and sealed in a 20mLTeflon-lined autoclave. The system was heated in an oven at 393K for 72 h and cooled toroom temperature at 5Kh1. The resulting colorless flaky crystals were collected, washedwith ethanol and dried in air. Yield: ca. 71% (based on Gd). Anal. Calcd forC24H15N6O6Gd (%): C, 44.99; H, 2.36; N, 13.12. Found (%): C, 45.21; H, 2.88; N, 12.92.IR (KBr)/cm1: 3131(br, m), 1659(s), 1616(s), 1528(m), 1498(m), 1460(s), 1394(s),1319(s), 1307(m), 1230(w), 1029(w), 989(w), 850(m), 821(m), 773(w), 741(s), 657(m),592(m).

According to the analysis of related databases, 2849-93-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Qiao, Chengfang; Xia, Zhengqiang; Wei, Qing; Zhou, Chunsheng; Zhang, Guochun; Chen, Sanping; Gao, Shengli; Journal of Coordination Chemistry; vol. 66; 7; (2013); p. 1202 – 1210;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

2849-93-6, A common compound: 2849-93-6, name is 1H-Benzimidazole-2-carboxylic acid, 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.

:[0172]A suspension of aminoguanidinium nitrate (150 mg, 1.09 mmol) and K2CO3(150 mg, 1.09 mmol) in N, N-dimethylformamide (DMF) (3 mL) was stirred at room temperature for 1 h. A solution of 1H-benzo [d] imidazole-2-carboxylic acid (162 mg, 1.0mmol) in N, N-dimethylformamide (DMF) (5 mL) was treated with N, N’-carbonyldiimidazole (CDI) (180 mg, 1.1 mmol) at 0. The solution was stirred at room temperature for 1 h. Then it was added to the suspension. The resulting mixture was stirred at room temperature for 3 h , then it was heated to 100 for 3 h. The mixture was cooled to room temperature, filtered and concentrated to give crude 3- (1H-benzo [d] imidazol-2-yl) -1H-1, 2, 4-triazol-5-amine (Intermediate 1) as white solid (290mg, 40purity) which was used in next step directly. Mass spectrum (ESI) m/z calc. for C9H8N6[M+H]+201.08, found 201.20.

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, 1H-Benzimidazole-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING; HUANG, Niu; QI, Xiangbing; WANG, Yanli; SUN, Yuze; (56 pag.)WO2017/152842; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem