Category: 57667-50-2

Synthetic Route of 57667-50-2, 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. 57667-50-2, name is 1-Propyl-1H-benzo[d]imidazol-2-amine, This compound has unique chemical properties. The synthetic route is as follows.

1 ,3-bis(1 -Propyl-1 H-benzo[d]imidazol-2-yl)urea (1 9a) and 1 0-propyl-3-(1 -propyl-1 H-benzo[d]-imidazol2-yl)benzo[4,5]imidazo[1,2-a][1,3,5]triazine-2,4(3H,1OH)-dione (9b) were obtained in 8% (16.0 mg,0.045 mmol) and 12% (0.027 g, 0.067 mmol) yield respectively via a reaction of 1-propyl-1H- benzo[d]imidazol-2-amine (20a) (0.200 g, 1.141 mmol), 4-nitrophenylchloroformate (0.127 g, 0.628 mmol) and DIPEA (0.258 mL, 1.484 mmol) in CH2CI2 (4.0 mL) at room temperature. Reaction time 16h. 1,3-bis(1-Propyl-1H-benzo[d]imidazol-2-yl)urea (19a) White solid ; m.p. 178 o 1H-NMR (400 MHz, CDCI3): : 7.30-7.29(m, 2H), 7.13-7.09(m, 6H), 4.02(t, 4H, J= 7.20 Hz), 1.78(d, 4H, J= 7.60 Hz),0.88 (t, 6H, J = 7.60 Hz). 1 0-propyl-3-(1 -propyl-1 H-benzo[d]imidazol-2-yl)benzo[4,5]imidazo[1 2- a][1 ,3,5]triazine-2,4(3H,1OH)-dione (9b). Colorless solid; m.p. 222 C. 1H-NMR (400 MHz, DMSO-d6):: 8.01 (d, 1H, J = 7.60 Hz), 7.75 (d, 1H, J = 8.00 Hz), 7.71 -7.67 (m, 2H), 7.54-7.49 (t, 2H, J = 8.00 Hz), 7.41-7.28(m, 3H), 4.21-4.04(m, 4H), 1.91-1.81 (m, 2H), 1.79-1.69(m, 2H), 1.00(t, 3H, J= 7.20 Hz), 0.87 (t, 3H, J = 7.20 Hz).

The chemical industry reduces the impact on the environment during synthesis 1-Propyl-1H-benzo[d]imidazol-2-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; UNIVERSITEIT ANTWERPEN; MAES, Bert; WYBON, Clarence; CHEN, Chen; BHEETER, Charles Beromeo; SERGUEEV, Serguei; (88 pag.)WO2017/46133; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 57667-50-2, 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. 57667-50-2, name is 1-Propyl-1H-benzo[d]imidazol-2-amine, This compound has unique chemical properties. The synthetic route is as follows.

1 ,3-bis(1 -Propyl-1 H-benzo[d]imidazol-2-yl)urea (1 9a) and 1 0-propyl-3-(1 -propyl-1 H-benzo[d]-imidazol2-yl)benzo[4,5]imidazo[1,2-a][1,3,5]triazine-2,4(3H,1OH)-dione (9b) were obtained in 8% (16.0 mg,0.045 mmol) and 12% (0.027 g, 0.067 mmol) yield respectively via a reaction of 1-propyl-1H- benzo[d]imidazol-2-amine (20a) (0.200 g, 1.141 mmol), 4-nitrophenylchloroformate (0.127 g, 0.628 mmol) and DIPEA (0.258 mL, 1.484 mmol) in CH2CI2 (4.0 mL) at room temperature. Reaction time 16h. 1,3-bis(1-Propyl-1H-benzo[d]imidazol-2-yl)urea (19a) White solid ; m.p. 178 o 1H-NMR (400 MHz, CDCI3): : 7.30-7.29(m, 2H), 7.13-7.09(m, 6H), 4.02(t, 4H, J= 7.20 Hz), 1.78(d, 4H, J= 7.60 Hz),0.88 (t, 6H, J = 7.60 Hz). 1 0-propyl-3-(1 -propyl-1 H-benzo[d]imidazol-2-yl)benzo[4,5]imidazo[1 2- a][1 ,3,5]triazine-2,4(3H,1OH)-dione (9b). Colorless solid; m.p. 222 C. 1H-NMR (400 MHz, DMSO-d6):: 8.01 (d, 1H, J = 7.60 Hz), 7.75 (d, 1H, J = 8.00 Hz), 7.71 -7.67 (m, 2H), 7.54-7.49 (t, 2H, J = 8.00 Hz), 7.41-7.28(m, 3H), 4.21-4.04(m, 4H), 1.91-1.81 (m, 2H), 1.79-1.69(m, 2H), 1.00(t, 3H, J= 7.20 Hz), 0.87 (t, 3H, J = 7.20 Hz).

The chemical industry reduces the impact on the environment during synthesis 1-Propyl-1H-benzo[d]imidazol-2-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; UNIVERSITEIT ANTWERPEN; MAES, Bert; WYBON, Clarence; CHEN, Chen; BHEETER, Charles Beromeo; SERGUEEV, Serguei; (88 pag.)WO2017/46133; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 57667-50-2, name is 1-Propyl-1H-benzo[d]imidazol-2-amine, 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. Formula: C10H13N3

1 -Propyl- lH-benzimidazol-2-amine (0.600 g, 3.42 mmol), 3-({[(l,l- dimethylethyl)oxy]carbonyl}amino)benzoic acid (0.894 g, 3.77 mmol), EDC (0.722 g, 3.77 mmol), and EtaOAT (0.513 g, 3.77 mmol) were suspended in DMF (10 mL), followed by addition of NMM (0.414 mL, 3.77 mmol). After stirring at room temperature for 72 h, the contents were concentrated in vacuo and the crude product purified by reverse phase EtaPLC (used non-TFA containing mobile phase). The product was collected as a white solid (0.791 g, 59%). LC-MS (ES) m/z = 395.0 (M+Eta)+ 1H NMR (400 MHz, DMSOd6) delta ppm 12.71 (s, IH), 9.46 (s, IH), 8.36 (s, IH), 7.83 (d, J = 7.6 Hz, IH), 7.62 (d, J = 7.6 Hz, IH), 7.51-7.54 (m, 2H), 7.33-7.35 (m, IH), 7.21- 7.25 (m, 2H), 4.23 (t, J = 6.9 Hz, 2H), 1.92-1.95 (m, 2H), 1.50 (s, 9H), 0.94 (t, J = 7.3 Hz, 3H).

The synthetic route of 1-Propyl-1H-benzo[d]imidazol-2-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; LAFRANCE, Louis, Vincent; LEBER, Jack, Dale; LI, Mei; VERMA, Sharad, Kumar; WO2010/126922; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 57667-50-2, name is 1-Propyl-1H-benzo[d]imidazol-2-amine, 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 57667-50-2, name: 1-Propyl-1H-benzo[d]imidazol-2-amine

General procedure: 6.1.2. Method BTo a solution of 1-(un)substituted-2-aminobenzimidazole (0.01 mol) in dry acetonitrile (50 ml) was added anhydrous potassium carbonate (2.7 g, 0.02 mol) and tetrabutyl ammonium bromide (TBAB) (0.9 g, 0.003 mol) and 0.02 mol of the halogen organic reagent was dropped by cooling. The mixture was stirred for 2-5 h vigorously at 25 C and monitored by TLC over the reaction period. After completion of the reaction, the mixture was filtered to separate the solid K2CO3, and the organic solvent was evaporated. The residue was then crystallized from appropriate solvent to give products 4-8.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Mavrova, Anelia Ts.; Wesselinova, Diana; Vassilev, Nikolay; Tsenov, Jordan A.; European Journal of Medicinal Chemistry; vol. 46; 8; (2011); p. 3362 – 3367;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 57667-50-2, 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. 57667-50-2 name is 1-Propyl-1H-benzo[d]imidazol-2-amine, 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.

5-Bromo-N-(1-propyl-1H-benzo[d]imidazol-2-yl)isophthalamide 13. A mixture of 5-bromoisophthalic acid (100 mg, 4.1 mumol), N-propylaminobenzamidazole (72 mg, 4.1 mumol), N-hydroxysuccinimide (56 mg, 4.9 mumol), DMAP (5 mg, 0.4 mumol) and EDC (234 mg, 1.2 mmol) were dissolved in methylene chloride (5 mL), treated with Hunig’s base (53 mg, 4.1 mumol) and stirred for 1 d to give 12. The reaction mixture was then treated with 9/1 MeOH/NH4OH (5 mL) and stirred for 2 h. The mixture was concentrated to a solid, dissolved in DMSO, added to a column and chromatographed (50 g isco C18, 0 to 100% MeOH with 0.2% formic acid) to give 13 (71 mg, 43%) as a white powder. LC/MS gave a single peak with m/z=401.1 [M+1]+ and 823.1 [2M+Na]+. 1H-NMR (dmso-d6) delta 12.77 (br s, 1H), 8.65 (br s, 1H), 8.45 (br s, 1H), 8.22 (br s, 1H), 8.17 (br s, 1H), 7.54-7.60 (m, 3H), 7.28 (t, J=8 Hz, 1H), 7.24 (t, J=8 Hz, 1H), 4.27 (t, J=7 Hz, 2H), 1.85 (h, J=7 Hz, 2H), 0.92 (t, J=7 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Propyl-1H-benzo[d]imidazol-2-amine, and friends who are interested can also refer to it.