Category: 2963-77-1

Electric Literature of 2963-77-1, 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. 2963-77-1 name is 4-(1H-Benzo[d]imidazol-2-yl)aniline, 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.

To a solution of stannous chloride 1.6 g, (8.4 mmol) in 30 mL water was added 1.75g (8.4 mmol) of PBA in 30mL ethanol. The reaction mixture was stirred at room temperature for 30 min and then a solution of BPE (2 g, 8.4 mmol in 30 mL water) was added to mixture and heated at 100C for 14 h. The progress of reaction was controlled with TLC (DMF/water: 50/50). At the end of reaction, the reaction mixture was cooled, diluted with ethanol (40 mL), filtered and washed with ethanol and then with DMF to obtain a red precipitate. Yield: 85%, m.p. : 230C; m.f.: C28H26N6SnCl2. UV-vis (DMSO); max (nm): 280, 310, 430. IR (KBr, max, cm-1): 3443 (m), 3338 (m), 3224(m), 1601 (s), 1567 (s), 1497 (s), 1411 (m), 1320 (s), 1236 (s), 1168 (s), 1110 (s), 1069 (s), 849 (s), 744 (m), 607 (m) 498 (m), 434 (m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(1H-Benzo[d]imidazol-2-yl)aniline, and friends who are interested can also refer to it.

Reference:
Article; Aroua, Lotfi M.; Asian Journal of Chemistry; vol. 32; 6; (2020); p. 1266 – 1272;,
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. 2963-77-1, name is 4-(1H-Benzo[d]imidazol-2-yl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-(1H-Benzo[d]imidazol-2-yl)aniline

General procedure: The mixture of 0.1mol of phenoxy acetic acid derivative(PAA1-PAA5) and 0.1mol of dicyclohexyl carbodiimide in10 mL dichloromethane was stirred at room temperature.After 30 minutes, a solution of AB or APB in 20 ml of dichloromethaneand 5 ml of pyridine was added. The reactionmixture was stirred initially at 0C for 2 h followed by stirring at room temperature for 12 h. The precipitated dicyclohexylureawas removed by filtration and the solvent wasdistilled at reduced pressure on rotary vacuum evaporator.The dried product was dissolved in ethyl acetate (10 mL) andthe solution was washed with 10% aqueous solution of sodiumbicarbonate followed by distilled water to remove thetraces of residual dicyclohexylurea. The ethyl acetate layerwas dried with anhydrous magnesium sulphate and then solventwas distilled off to obtain the crude product which wasrecrystallized from ethanol-water mixture.

According to the analysis of related databases, 2963-77-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Singh, Gurmeet; Bansal, Yogita; Bansal, Gulshan; Goel, Rajesh Kumar; Medicinal Chemistry; vol. 10; 4; (2014); p. 418 – 425;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 2963-77-1,Some common heterocyclic compound, 2963-77-1, name is 4-(1H-Benzo[d]imidazol-2-yl)aniline, molecular formula is C13H11N3, 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: Using a typical scale of 1.0 mmol, 1 (1.0 mmol) was dissolved inanhydrous pyridine (2 mL) in a small round-bottomed flask and themixture was cooled to 40 C after which the acid chloride(2.0 mmol; purchased or prepared as above) in dry THF or DMF(2 mL) was added dropwise over 20 min with vigorous stirring.After 2-6 h the reaction mixturewaswarmed to room temperatureand the solvent reduced under pressure. Without using a work-upthe crude product was purified by column chromatography directlyusing MeOH/DCM mixtures (1:99 to 2:8).

The synthetic route of 2963-77-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; L’abbate, Fabrizio P.; Mueller, Ronel; Openshaw, Roxanne; Combrinck, Jill M.; de Villiers, Katherine A.; Hunter, Roger; Egan, Timothy J.; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 243 – 254;,
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. 2963-77-1, name is 4-(1H-Benzo[d]imidazol-2-yl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-(1H-Benzo[d]imidazol-2-yl)aniline

General procedure: To a well-stirred solution of compound 1 (10mmol) and triethylamine (0.5mL) in acetone, benzenesulfonyl chloride, 4-toluenesulfonyl chloride or 2-nitrobenzenesulfonyl chloride (10mmol) was added dropwise. The reaction mixture was stirred for 2h at room temperature and left overnight. The solvent was evaporated under reduced pressure. The solid was collected, washed with water, dried. Purification by column chromatography was achieved using ethyl acetate/pet. ether (3:1 ratio) as the mobile phase.4.1.3.2 N-(4-(1H-Benzo[d]imidazol-2-yl)phenyl)-4-methylbenzenesulfonamide (8) Yield: 82%. Mp: 230-232 C, Rf = 0.60 (ethylacetate/pet. ether, 2:1). IR (KBr) numax/cm-1: 3373 (NH aminophenyl); 3061 (CH arom); 2922 (CH aliph); 1610 (C=N); 1596 (C=C arom); 1438 (nuas SO2), 1375 (nus SO2). 1H NMR (DMSO-d6, 500 MHz, delta ppm): 2.30 (s, 3H, CH3); 7.07 (d, 2H, J = 9.2 Hz, H2′, H6′ aminophenyl); 7.34 (m, 2H, H3and H5 tosyl); 7.43 (m, 2H, H2 and H6 tosyl); 7.71 (m, 2H, H5, H6 benzimidazole); 7.84 (m, 2H, H4, H7 benzimidazole); 8.01 (d, 2H, J = 9.2 Hz, H3′, H5′ aminophenyl); 10.91 (s, 1H, NH sulfonamide, D2O exchangeable). 12.75, (s, 1H, NH, benzimidazole, D2O exchangeable). MS, m/z (%):363 (M+, 14%); 347 (50%); 208 (100%). Anal. Calcd for C20H17N3O2S (FW: 363): C, 66.10; H, 4.71; N, 11.56; S, 8.82. Found: C, 66.42; H, 4.95; N, 11.14; S, 8.33.

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 2963-77-1.

Reference:
Article; Galal, Shadia A.; Khattab, Muhammad; Andreadaki, Fotini; Chrysina, Evangelia D.; Praly, Jean-Pierre; Ragab, Fatma A.F.; El Diwani, Hoda I.; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5423 – 5430;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 2963-77-1, name is 4-(1H-Benzo[d]imidazol-2-yl)aniline, molecular formula is C13H11N3, 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: 2963-77-1

General procedure: A suspension of amine A1-A3 (1 mmol) in water is takenin a round bottomed flask; to this sulphonyl chloride(1 mmol) was added. This was stirred at room temperature while monitoring the reaction. The product was filtered,recrystallised using methanol-water and column purified.The structures were confirmed by 1H NMR, 13C NMR, IRand mass spectral analysis.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2963-77-1, its application will become more common.

Reference:
Article; Vangala, Radhika; Sivan, Sree Kanth; Peddi, Saikiran Reddy; Manga, Vijjulatha; Journal of Computer-Aided Molecular Design; vol. 34; 1; (2020); p. 39 – 54;,
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 2963-77-1 as follows. Formula: C13H11N3

General procedure: A suspension of amine A1-A3 (1 mmol) in water is takenin a round bottomed flask; to this sulphonyl chloride(1 mmol) was added. This was stirred at room temperature while monitoring the reaction. The product was filtered,recrystallised using methanol-water and column purified.The structures were confirmed by 1H NMR, 13C NMR, IRand mass spectral analysis.

According to the analysis of related databases, 2963-77-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Vangala, Radhika; Sivan, Sree Kanth; Peddi, Saikiran Reddy; Manga, Vijjulatha; Journal of Computer-Aided Molecular Design; vol. 34; 1; (2020); p. 39 – 54;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 2963-77-1, 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. 2963-77-1, name is 4-(1H-Benzo[d]imidazol-2-yl)aniline belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Using a typical scale of 1.0 mmol, 1 (1.0 mmol) was dissolved inanhydrous pyridine (2 mL) in a small round-bottomed flask and themixture was cooled to 40 C after which the acid chloride(2.0 mmol; purchased or prepared as above) in dry THF or DMF(2 mL) was added dropwise over 20 min with vigorous stirring.After 2-6 h the reaction mixturewaswarmed to room temperatureand the solvent reduced under pressure. Without using a work-upthe crude product was purified by column chromatography directlyusing MeOH/DCM mixtures (1:99 to 2:8).

The synthetic route of 4-(1H-Benzo[d]imidazol-2-yl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; L’abbate, Fabrizio P.; Mueller, Ronel; Openshaw, Roxanne; Combrinck, Jill M.; de Villiers, Katherine A.; Hunter, Roger; Egan, Timothy J.; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 243 – 254;,
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 2963-77-1 as follows. Recommanded Product: 4-(1H-Benzo[d]imidazol-2-yl)aniline

2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid (4-formyl-phenyl)-amide (0.1 mmol, 0.0284 g), 4-(1H-benzoimidazol-2-yl)-phenylamine (0.1 mmol, 0.021 g) and NaBH(OAc)3 (1.0 mmol, 0.211 g) were stirred in DMF (2 ml) at room temperature for 24 h. Then NaBH(OAc)3 (0.5 mmol, 0.11 g) was added to the reaction. The resulting mixture was stirred at room temperature for 36 h. Water (10 ml) was added to quench the reaction. Aq. K2CO3 solution (5 %) was added to neutralize the pH to ca. 7. The formed solid was filtered and washed with water (2 x 4 ml). The title compound was obtained as brown solid (0.042 g, 88 %). 1H NMR delta 4.33-4.30 (m, 6H), 6.72-6.69 (m, 3H), 6.97 (d, J= 8.1 Hz, 1H), 7.12-7.08 (m, 2H), 7.35 (d, J= 8.1 Hz, 2H), 7.55-7.40 (m, 4H), 7.71 (d, J= 8. 1 Hz, 2H), 7.87 (d, J= 8.1 Hz, 2H), 10.02 (s, 1H), 12.41 (br s, 1H). MS m/z = 477 (M+1)

According to the analysis of related databases, 2963-77-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IMCLONE SYSTEMS INCORPORATED; WO2005/42496; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 2963-77-1, 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. 2963-77-1, name is 4-(1H-Benzo[d]imidazol-2-yl)aniline belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Oxalyl chloride (191 muL) was added to a solution of 1-methyl-1H-pyrazole-5-carboxylic acid (200 muL) in DCM (2 mL) and DMF (1 drop). After 1 hour, the reaction mixture was evaporated. A solution of 4-(1H-benzo[d]imidazol-2-yl)aniline (166 mg) and triethylamine (420 muL), in DCM (4 mL) was added to the initial reaction residue and stirred at ambient temp for 1 hour. The Reaction mixture was diluted with DCM and extracted sequentially with sat bicarb, water, brine, then dried over sodium sulfate, filtered and evaporated. The bis acylated material was purified on silica, eluting with a gradient of ethyl acetate (50-100%) in hexane. The pure bis acylated material was treated with ethylamine solution (2M in THF, 5 mL) for 18h. The reaction mixture was evaporated. Trituration with ethyl acetate / diethyl ether [1:4], afforded a solid which was collected by filtration (77mg, Y = 30%). UPLC-MS (Acidic Method, 4 min): rt 1.05 min, m/z 318.1 [M+H]+ 1H NMR (400 MHz, DMSO-d6) d ppm 12.83 (br s, 1H), 10.41 (s, 1H), 8.13-8.21 (m, 2H), 7.92 (d, J=8.8 Hz, 2H), 7.64 (br d, J=5.9 Hz, 1H), 7.56 (d, J=2.0 Hz, 1H), 7.52 (br d, J=6.4 Hz, 1H), 7.19 (br d, J=4.3 Hz, 2H), 7.11 (d, J=2.0 Hz, 1H), 4.11 (s, 3H).

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, 4-(1H-Benzo[d]imidazol-2-yl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JAGUAHR THERAPEUTICS PTE LTD; METE, Antonio; HITCHIN, James, R.; GRAHAM, Mark; (46 pag.)WO2020/43880; (2020); 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. 2963-77-1, name is 4-(1H-Benzo[d]imidazol-2-yl)aniline, This compound has unique chemical properties. The synthetic route is as follows., name: 4-(1H-Benzo[d]imidazol-2-yl)aniline

Example 37: Preparation OF 2-BENZO L, 3] DIOXOL-5-VL-N- [3- (LH-BENZIMIDAZOL-2-YL)- PHENYLL-ACETAMIDE (Compound M To a 5.0 ml methylene chloride solution of (3,4-methylene-dioxy) phenyl acetic acid (182. 9 mg, 1.0 mmol) was added methylene chloride oxalyl chloride solution (2 M, 0.60 ml, 1.2 mmol). Five drops of DMF was added with stirring at ambient temperature. Methylene chloride and other volatile materials were removed by reduced pressure after it was stirred at ambient temperature for 3.0 h. To the residue was added DMAP (10 MG), 4-(1H-benzimidazol-2-yl)-phenylamine (83 mg, 0.40 mmol) and pyridine (2.0 ml). The mixture was stirred at 60 C for 20 hrs. Water (20 ml) was added. The solid formed was collected and was washed with aq. NAOH (3 N, 2x 10 ml), water (10 ml), aq. HCl (2 N, 3 x 10 ml), water (2 x 5 ml), ether (2 x 5 ml). An off-white compound (12 mg, 8%) was obtained. MS M/Z = 372.05 (M+H) ; IH NMR delta 10.56 (s, 1 H), 8.15 (d, J=8. 7 Hz, 2 H), 7. 87 (d, J=8. 7 Hz, 2 H), 7.72 (m, 3 H), 7.42 (m, 2 H), 6.94-6. 80 (m, 3 H), 6.00 (s, 2 H), 3.63 (s, 2H).

According to the analysis of related databases, 2963-77-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IMCLONE SYSTEMS INCORPORATED; WO2005/30206; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem