Tag: M.W=200-300

Reference of 26576-46-5, The chemical industry reduces the impact on the environment during synthesis 26576-46-5, name is 5-Acetoacetlamino benzimdazolone, I believe this compound will play a more active role in future production and life.

Dispersion synergist SYN-7; Formation of the dispersion synergist SYN-7 was accomplished by diazotation of compound 4 and subsequent coupling with compound 3 [Show Image] 13.7 g (0.1 mol) of compound 4 in 300 mL water was dissolved by adding 10 mL (0.1 mol) of a 29% sodiumhydroxide-solution. 8.97 g (0.13 mol) of sodiumnitrite was added and the colourless solution was dropwise added to cooled concentrated hydrochloric acid (29.98 mL; 0.36 mol). The diazonium-salt was kept at a temperature between 0 and 5 C. After 15 minutes the excess of nitrite was neutralized by adding 3.0 g (0.03 mol) of sulfamic acid and a pH of 7 was obtained by adding 25.2 g (0.3 mol) of sodiumcarbonate. While the diazionium-salt was made, 23.3 g (0.1 mol) of compound 3 was dissolved in a mixture of 500 mL methanol and 10.0 mL (0.1 mol) 29 % sodiumhydroxide-solution. This solution was dropped into the diazonium-salt solution and a yellow suspension is immediately formed. The temperature was maintained between 0 and 5 C for about 3 hours and the yellow product was filtered and washed with methanol. The yield was 99 %.

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, 5-Acetoacetlamino benzimdazolone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Agfa Graphics N.V.; EP1790697; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 10351-75-4,Some common heterocyclic compound, 10351-75-4, name is 1H-Benzo[d]imidazole-5,6-dicarboxylic acid, molecular formula is C9H6N2O4, 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 mixture of Pb(NO3)2 (0.1 mmol, 33.1 mg), H3bidc (0.1 mmol, 20.6 mg) and phen (0.1 mmol, 18.0 mg) with H2O (8 mL) and methanol (2 mL) were adjusted to pH=7.0 with 1M sodium hydroxide and stirred 1 h. Then they were transferred into a 25 mL Teflon-lined stainless steel container, which were heated at 130 C for 72 h. After cooling to room temperature at a rate of 5 C/h, the block-like crystals of 1 were isolated by washing with distilled water several times and dried in air. The yield was about 40.8 % (based on H3bidc). Elem. Anal. Calcd. for C21H14PbN4O5 (%): C, 41.38; H, 2.32; N, 9.19. Found: C, 41.42; H, 2.39; N, 9.22.

The synthetic route of 10351-75-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Yang; Liu, Ping; Liu, Qing; Pang, Ling-Yan; Ren, Chun-Yan; Wang, Yao-Yu; Inorganic Chemistry Communications; vol. 35; (2013); p. 321 – 325;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 71759-87-0, name is 4-Iodo-1-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Quality Control of 4-Iodo-1-methyl-1H-imidazole

To a solution of 4-iodo-l -methyl- l/f-imidazole (0.31 g, 1.50 mmol) in dichloromethane (5 mL) was added ethylmagnesium bromide (3.0 M solution in tetrahydrofuran, 0.50 mL, 1.50 mmol). The reaction mixture was stirred at room temperature for 15 minutes and a solution of 3,5-dichloro-6-(2,6-difluorophenyl)-l-(2- methylpropyl)-2(lH)-pyrazinbne (i.e. the product of Example 10 step A) (0.50 g, 1.50 mmol) in dichloromethane (5 mL) was added. The reaction mixture was stirred at room temperature overnight, and then quenched with saturated aqueous ammonium chloride solution (1 mL). The resulting mixture was passed through ChemElute, diatomaceous earth column by Varian, and concentrated under reduced pressure to give an oil. This residue EPO was purified by silica gel flash chromatography (5 % methanol in ethyl acetate as eluant) to afford 150 mg of the title product, a compound of the present invention. 1H NMR (CDCl3) delta 8.35 (s, IH), 7.59 (s, IH)5 7.58-7.51 (m, IH), 7.08 (t, 2H)5 3.78-3.74 (m, 5H), 2.01-1.92 (m, IH), 0.76 (d, 6H).

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; E.I. DUPONT DE NEMOURS AND COMPANY; WO2006/89060; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 152628-03-0, 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 152628-03-0 as follows.

Example 2; Variant 2; Methanesulphonic acid is heated to about 80 C. At a temperature of 75 C. to 85 C., 2-propyl-4-methyl-1H-benzimidazole-6-carboxylic acid is added. Then at 85 C. to 95 C. N-methyl-o-phenylene-diamine is added.The mixture is heated to110 C. to 130 C. and phosphorus pentoxide is metered in until an internal temperature of not more than 160 C. is reached. Then the mixture is stirred for 3 hours at a maximum temperature of 145 C. It is cooled to <100 C. and water is metered into the reaction mixture. 50% sodium hydroxide solution is added at <100 C. until a pH of less than 3 is obtained.Finally, treatments with charcoal are carried out at <100 C.At a temperature of <80 C. isopropanol is added and the mixture is adjusted with sodium hydroxide solution to a pH between 4.5 and 7. The aqueous phase is separated off. In order to precipitate dimethyl-2'-propyl-2,5'-bi-1H-benzimidazole water is metered in, the contents of the apparatus are cooled to at least 40 C. for technical reasons and the product is isolated.Yield: 78-90% of theoryHPLC purity: >99.5%.

According to the analysis of related databases, 152628-03-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2011/190508; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 6154-30-9, name is 2,5-Dibromo-4-nitro-1H-imidazole, A new synthetic method of this compound is introduced below., Quality Control of 2,5-Dibromo-4-nitro-1H-imidazole

Reference Example 1Synthesis of l-ethoxymethyl-2, 5-dibromo-4- nitroimidazoleA mixture of 2, 5-dibromo-4-nitroimidazole (20.0 g, 73.8 mmol) , ethylal (100 ml), and methanesulfonic acid (1.42 g, 14.8 mmol) was stirred under heating (bath temperature: 65 to 70C, internal temperature: 60C, 1.5 hours) . Further, the reaction mixture was evaporated under reduced pressure for two hours (fractional distillation column was used) . The residue was allowed to cool to room temperature, and EPO then ice water (200 g) was added, and the mixture was stirred for 10 minutes. The filtered crystals were washed with cold water and then air-dried (room temperature, 3 days) . Thus, l-ethoxymethyl-2, 5- dibromo-4-nitroimidazole was produced. Yield: 23.5g (96.8%) IR spectrum (KBr) :1532, 1491, 1464, 1397, 1365, 1344, 1315, 1273, 1248, 1127, 1106, 1054, 1020, 830, 740cm”1 1H-NMR spectrum (CDCl3) deltappm:1.25 (t, J=7.0Hz, 3H), 3.64 (q, J=7.0Hz, 2H), 5.50 (s, 2H) .

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; OTSUKA PHARMACEUTICAL CO., LTD.; WO2006/35960; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 3543-72-4, 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. 3543-72-4, name is Ethyl 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl)butanoate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 3 Synthesis of ethyl 4-(5-amino-1-methyl-1H-benzimidazol-2-ylbutanoate (6) 163 g (559.5 mmol) of compound (5) were dissolved in 1875 g ethanol. 14 g of palladium catalyst on activated carbon doped with iron (5% Pd, 1% Fe) and an additional 0.8 g of iron (II) sulfate 7-hydrate or 0.8 g of iron (III) nitrate 9-hydrate were added. Compound (5) was 10 then hydrogenated at a hydrogen pressure of up to 4 bar until complete conversion of the starting compound (5). The catalyst was removed by filtration, and the ethanolic solution concentrated until a dry product remained. This residue was crystallized from propan-2-ol or ethyl acetate. The yield of compound (6) was 128 g (489.8 mmol) with a content of >99% (87.5% of theory). The overall yield of compound ( 6) was 80.4% of theory in relation to 2-fluoro-5-nitroaniline. In comparison, the synthesis according to DD34727 starting from N-1-methyl-4-nitrobenzene-1,2-diamine (CAS 41939-61-1) is characterized by a yield of 39.0%.

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, Ethyl 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl)butanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Heyl Chemisch-pharmazeutische Fabrik GmbH & Co. KG; Frey, Michael; Walther, Dirk-Detlef; US2014/31560; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, 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 28890-99-5, Recommanded Product: 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

2.5 g (15.9 mmol) 2,3,4-trifluorobenzonitrile, 10.9 g (52.5 mmol) 6H-benzimidazolo[1 ,2- a]benzimidazole and 27.0 g (0.127 mol) potassium phosphate tribasic in 50 ml NMP (N-Methyl- 2-pyrrolidon) are stirred at 1 15 C under nitrogen for 18 h. The reaction mixture is filtered hot and the organic phase is poured on water. The product is filtered of. Column chromatography on silica gel with chloroform gives 1 .3 g (1 1.4 %) of the product. 1H NMR (300 MHz, DMSO-D6): rotamers: delta 8.55-8.82 (m, 2H); 6.41 -8.07 (m, 24H) MS (APCI(pos), m/z): 719 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, and friends who are interested can also refer to it.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; RAIMANN, Thomas; SCHAeFER, Thomas; SAITO, Masatoshi; WOLLEB, Heinz; BENEDITO, Flavio Luiz; NISHIMAE, Yuichi; NAKANO, Yuki; NAGASHIMA, Hideaki; (111 pag.)WO2016/157113; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 10040-96-7, 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. 10040-96-7, name is 1-(4-Bromophenyl)imidazole, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 4 (1.01 g, 1.22 mmol), CuI (23 mg, 0.12 mmol),PdCl2(PPh3)2 (45 mg, 0.064 mmol) and triethylamine (0.26 mL,1.86 mmol) in acetonitrile (10 mL), 2-amino-5-bromopyrimidine(635 mg, 3.65 mmol) were added. The reaction mixture wasrecharged with Ar and stirred at 80 C for 4 h in a sealed tube.The mixture was extracted with ethyl acetate and the organic layerwas washed with water and brine successively. The organic solventwas removed in vacuo. The residue was purified by column chromatography on silica gel (CH2Cl2/C2H5OH/NH3H2O, 10:0.6:0.1) toafford 20-OAc-3f (156 mg, 0.17 mmol, 13.9%).A solution of 20-OAc-3f (156 mg, 0.17 mmol) in MeOH (20 mL)was stirred at 65 C for 3H. The organic solvent was removed invacuo. The residue was purified by preparative TLC (petroleumether/acetone/triethylamine, 5:5:0.2) to yield analytically pureproduct 3f (14 mg, 0.015 mmol, 9.4%).

The chemical industry reduces the impact on the environment during synthesis 1-(4-Bromophenyl)imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Article; Han, Xu; Lv, Wei; Guo, Si-Yang; Cushman, Mark; Liang, Jian-Hua; Bioorganic and Medicinal Chemistry; vol. 23; 19; (2015); p. 6437 – 6453;,
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. 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

Compound E4 will be dissolved in anhydrous THF at -78 0C and 1 eq of LDA will be added. After 30 min, compound E5 (R8 = H; R10 = 3-MeO-phenyl; R9 = (4-(4- Methylimidazol-1-yl)) will be added. The reaction will be allowed to warm up to r.t. and treated with triflic anhydride (1.1 eq) and triethyl amine before the volatiles will be removed. The residue will be purified to give compound E6 (R8 = H; R10 = 3- MeO-phenyl; R9 = 4-(4-Methylimidazol-1-yl)).

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 870837-18-6.

Reference:
Patent; SCHERING CORPORATION; WO2009/5729; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 1450-93-7,Some common heterocyclic compound, 1450-93-7, name is 1H-imidazol-2-amine sulfate(2:1), molecular formula is C6H12N6O4S, 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.

Synthesis of (E)-4-((1H-imidazol-2-yl)diazenyl)-1-methyl-1H-pyrazol-5-amine Concentrated HCl (17.16 mL, 206 mmol) and 1H-imidazol-2-aminium sulfate (6.67 g, 25.1 mmol) were added to a 150 mL Erlenmeyer flask and cooled in ice/methanol bath to <0 C. Sodium nitrite (3.55 g, 51.48 mmol) is dissolved in ca. 20 mL of water and added dropwise to the solution above keeping the temperature below 5 C. In a separate flask sodium carbonate (27.2 g, 257 mmol) is dissolved in 200 mL of water. 1-Methyl-1H-pyrazol-5-amine (5 g, 51.48 mmol) is added. Upon cooling and stirring the solution became slushy. The 2-aminoimidazole containing solution is added to the 1-methyl-5-aminopyrazole solution, keeping the temperature below 5 C. Following complete addition the reaction mixture is kept cold and stirred for ca. 1 hour. Ethyl acetate (1 L) is added to the reaction mixture and the mixture is transferred to 2 L separatory funnel. The ethyl acetate is collected, and the aqueous phase is extracted twice more with ethyl acetate (2*1 L). The extracts were combined and evaporated providing 5.0 g of a black semi-solid. The crude (E)-4-((1H-imidizol-2-yl)diazenyl)-1-methyl-1H-pyrazol-5-amine is purified by column chromatography. The synthetic route of 1450-93-7 has been constantly updated, and we look forward to future research findings. Reference:
Patent; NOXELL COPRORATION; MURPHY, Bryan Patrick; ZHANG, Guiru; GARRETT, Garry Steven; (41 pag.)US2018/79907; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem