Month: June 2021

Some common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, 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. Recommanded Product: 1H-Imidazole

General procedure: A mixture of aryl halide (1.0 mmol), Het-NH (1.2mmol) or amine (4 mmol), KOH (2 mmol), Cu2O/nano-CuFe2O4 magnetic composite (0.010 g) and anhydrous DMSO (2 mL) was stirred at 100 C. After completion of the reaction as indicated by TLC, the reaction mixture was cooled to room temperature and with diluted ethyl acetate and the catalyst was separated by an external magnet from the mixture, washed with acetone, dried in an oven at 80 C for 3 h and re-used for a consecutive run under the same reaction conditions. The combined ethyl acetate layer was washed with water, dried over anhydrous MgSO4, The residue was purified by recrystallization or short column chromatography on silica gel to afford the target products in excellent yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 288-32-4, its application will become more common.

Reference:
Article; Elhampour, Ali; Nemati, Firouzeh; Kaveh, Mahdieh; Chemistry Letters; vol. 45; 2; (2016); p. 223 – 225;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 13750-62-4, 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 13750-62-4 as follows.

General procedure: An appropriate imidazole (0.2 mmol) was added to the mixtureof [Pd(mu-X)X(bmim-y)]2 (0.1 mmol) in CH2Cl2 (1-2 ml). The colorchanged from orange to yellow immediately (in case of iodidecomplex from dark red to red). The mixture was stirred for 1 h atroom temperature. After this time 8ml of a hexane was added tothe solution and clouding of the mixturewas observed. The mixturewas left for 24 h and the yellow solid was formed. The product wasfiltrated, washed with hexane and dried. The complexes were obtainedwith the yield of 80-90%.

According to the analysis of related databases, 13750-62-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sikorski; Zawartka; Trzeciak; Journal of Organometallic Chemistry; vol. 867; (2018); p. 323 – 332;,
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. 1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-(1-Trityl-4-imidazolyl)benzaldehyde

5 (3.3 g, 7.7 mmol) was dissolved in dichloromethane (10 mL)Aqueous NaOH (0.6 g, 15.4 mmol) (1 mL) was added at 0 C,Stir at room temperature for 40 minutes.2- (1-Trityl- 1 H-imidazole) benzaldehyde (3.2 g, 7.7 mmol) was dissolved in dichloromethane (1 mL)0 C slowly dripped into the above system,After stirring for 12 hours at room temperature,Water (50 mL) was added,Dichloromethane extraction,Dried over anhydrous magnesium sulfate,Purification by column chromatography gave a pale yellow solid,Yield 77.5%.

The synthetic route of 1402838-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Pharmaceutical University; Nanjing University; Lai Yisheng; Sun Qirui; Zou Yi; Xu Qiang; Guo Wenjie; Wang Yan; Wang Fang; Li Yuezhen; (23 pag.)CN107501272; (2017); A;,
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. 20485-43-2, name is 1-Methyl-1H-imidazole-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C5H6N2O2

A solution of Intermediate II (30 mg, 0.092 mmol) and 1-methyl-1H-imidazole- 2-carboxylic acid (14 mg, 0.11 mmol) in 1 mE of DMF was treated at 0 C with i-Pr2NEt (0.10 mL, 0.57 mmol) and propane phosphonic acid anhydride (T3P; 0.11 mL, 0.25 mmol). The vialwas sealed and stirred at room temperature ovemight. The reaction mixture was filtered, washing the filter with DMSO (1 niL). The crude product dissolved in 2 mL of DMSO/DMF was purified by reverse phase HPLC. The desired fraction was concentrated under reduced pressure to yield 2-39. ?Ii NMR (600 MHz, DMSO-d6) 3 8.48 (m, 1 H), 7.96 (m, 1 H), 7.28 (m, 1 H), 6.96 (m, 1 H), 5.88 (s, 1 H), 4.14 (q, J= 7.2 Hz, 2 H), 3.82 (s, 3 H), 3.80 (s, 3 H), 4.00-3.60(m, 4 H), 2.53-2.52 (m, 3 H), 2.35-2.20 (m, 2 H), 1.32 (t, J= 7.3 Hz, 3 H); MS (El) Calc?d for C21H26N902 [M+Hfb, 436; found 436.

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 20485-43-2.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ACHAB, Abdelghani Abe; ALTMAN, Michael D.; DENG, Yongqi; GUZI, Timothy; KATTAR, Solomon; KATZ, Jason D.; METHOT, Joey L.; ZHOU, Hua; MCGOWAN, Meredeth; CHRISTOPHER, Matthew P.; GARCIA, Yudith; ANTHONY, Neville John; FRADERA LLINAS, Francesc Xavier; MU, Changwei; ZHANG, Sixing; ZHANG, Rong; FONG, Kin Chiu; LENG, Xiansheng; WO2014/75392; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 16042-25-4, name is 2-Imidazolecarboxylic acid, 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 16042-25-4, name: 2-Imidazolecarboxylic acid

General procedure: Ligand 1 was prepared by refluxing equimolar solution of imidazole- 2-carboxylic acid (0.112 g; 1 mM) and benzhydrazide (0.136 g; 1 mM) (HL1) in 50 mL of methanol. After 24 h, the reaction mixture was cooled to room temperature and the product formed was filtered, washed several times with water and then recrystallized from methanol to afford the desired product in pure form. Other Ligands 2-4 (HL2-HL4) were also prepared by adopting the similar procedure as in the caset of ligand, using the respective hydrazides i.e., isonicotinic acid hydrazide (0.137 g; 1 mM), furoic acid hydrazide (0.126 g; 1 mM) and thiophene-2-carboxylic acid hydrazide (0.142 g; 1 mM as summarized in Scheme 1.

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, 2-Imidazolecarboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sathyadevi, Palanisamy; Krishnamoorthy, Paramasivam; Butorac, Rachel R.; Cowley, Alan H.; Dharmaraj, Nallasamy; Inorganica Chimica Acta; vol. 409; PART B; (2014); p. 185 – 194;,
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.

(1-7) Synthesis of Compound (1); Into a 300 ml three-necked flask, 2.0 g (5.0 mmole) of Intermediate 6, 3.9 g (11 mmole) of 2-(4-bromophenyl)-1-phenylbenzimidazole, 0.23 g (0.20 mmole) of tetrakis(triphenylphosphine)palladium(0), 50 ml of 1,2-dimethoxyethane and 15 ml (30 mmole) of a 2 M aqueous solution of sodium carbonate were placed under the stream of argon, and the resultant mixture was heated under the refluxing condition for 8 hours. After the reaction was completed, the organic layer was washed with water and dried with magnesium sulfate, and the solvent was removed by distillation using a rotary evaporator. The obtained crude crystals were washed with 50 ml of toluene and 100 ml of methanol, and 3.4 g of a light yellow powder substance was obtained. The obtained substance was identified to be Compound (1) by the measurement of the field desorption mass spectrum (FD-MS) (the yield: 80percent).

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.; US8058450; (2011); B2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 2034-23-3, name is 5-Chloro-1H-benzo[d]imidazol-2(3H)-one, 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 2034-23-3, Application In Synthesis of 5-Chloro-1H-benzo[d]imidazol-2(3H)-one

Step 1. A mixture of 5-chloro-lH-benzo[d]imidazol-2(3H)-one (200 mg, 1.19 mmol), cesium carbonate (850 mg, 2.61 mmol) and tert-butyl 2-bromoacetate (0.37 mL, 2.5 mmol) in acetone (10 mL) was sealed and heated in an oil bath at 65 C for 6 h. The reaction mixture was filtered and concentrated in vacuo, taken up into DCM (20 mL), washed with 5% citric acid and brine, dried over MgSCn, filtered and concentrated in vacuo. The residual solid was recrystallized from 2: 1 hexanes-EtOAc (10 mL) to afford di-tert-butyl 2,2′-(5-chloro2-oxo-lH-benzo[d]imidazole-l,3(2H)-diyl)diacetate (160 mg) as a white solid. LC-MS retention time = 1.38 min; m/z = 285.1 [M-2(t-Bu)+H]+. (Column: Waters Aquity BEH C18 2.1 X 50 mm 1.7^m-particles; Solvent A = 100% Water/ 0.05% TFA; Solvent B = 100% Acetonitrile/0.05% TFA; Flow Rate = 0.8 mL/min. Start % B = 2; Final % B = 98; Gradient Time = 1.5 minutes; Wavelength = 220 nm).

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-Chloro-1H-benzo[d]imidazol-2(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VIIV HEALTHCARE (No.5) LIMITED; BENDER, John A.; LOPEZ, Omar D.; NGUYEN, Van N.; YANG, Zhong; WANG, Alan Xiangdong; WANG, Gan; MEANWELL, Nicholas A.; BENO, Brett R.; FRIDELL, Robert A.; BELEMA, Makonen; THANGATHIRUPATHY, Srinivasan; (350 pag.)WO2016/172425; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 68282-53-1, A common heterocyclic compound, 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, molecular formula is C5H6N2O, 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.

COMPOUND 12.1. 60: N*N-DIETHYL-4-f6-METHOXY-2-r (5-METHYL-1H- IMIDAZOL-4-YL) METHYLI-7- (NEOPENTYLOXY-1, 2, 3, 4- TETRAHYDROISOOUINOLIN-1-YUBENZAMIDE; To a solution of INTERMEDIATE 7.1. 4 (18 mg, 0.0424 mmol), 4-methyl-1H- imidazole-5-carboxaldehyde (5.8 mg, 0.052 mmol, 1. 2eq) in 1,2-dichloroethane (2 mL) was added sodium triacetoxyborohydride (11.1 mg, 0.052 mmol). The reaction mixture was stirred at room temperature for overnight, then diluted with dichloromethane (5 mL), quenched with saturated aqueous sodium bicarbonate (0.5 mL) and separated. The organic phase was washed with brine (1 x 2 mL), dried (MgSO4) and filtered. To the filtrate ps-scavenger was added, stirred for 2hr and filtered. The filtrate was concentrated and purified by flash chromatography to give compound COMPOUND 12.1. 60 (15 mg, 0.0029 mmol, 68%) as colorless oil. lHNMR (500 MHz, CD2Cl2) : No. 0. 89 (s, 9H), 1.00 (br s, 3H), 1.24 (br s, 3H), 1.90 (s, 3H), 1.99 (s, 2H), 2.45 (m, 1H), 2.68 (m, 1H), 2. 82 (m, 2H), 3.15 (br s, 2H), 3.28 (m, 2H), 3.40 (br s, 2H), 3.70 (s, 3H), 4.45 (s, 1H), 6.10 (br s, 1H), 6.51 (s, 1H), 7.29-7. 33 (m, 4H), 8.18 (s, 1H). (+) LRESIMS m/z 519 [M+H] +.

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; ASTRAZENECA AB; WO2005/61484; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 144689-93-0, 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 144689-93-0 as follows.

First, alkyl 4-(1-hydroxy-1-methylethyl)-2-propyl imidazole-5-carboxylate (20.0 g, 83.2 mmol) and sodium hydroxide powder (6.6 g, 165.0 mmol) were dissolved in 100 ml of acetone and distilled water, and the mixture was stirred and refluxed at 110 C for 3 hours. After cooling to room temperature, the acetone was removed by concentration under reduced pressure. The distilled water layer was titrated with 5N HCl acid at 0C. The solids were filtered off and dried to give compound 2 (14.46 g, 82%).

According to the analysis of related databases, 144689-93-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CTC Bio Co.,Ltd; Oh, Chang Hyun; Kim, Jung Hoon; Yu, Sung Won; Kim, Hyun Ir; (9 pag.)KR101628758; (2016); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 26576-46-5, 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. 26576-46-5, name is 5-Acetoacetlamino benzimdazolone belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 13; mol of dimethyl aminoterephthalate hydrochloride is diazotized with sodium nitrite at 0 to 10 C. The clarified diazonium salt solution is added dropwise at room temperature over 1 hour to an acetate-buffered suspension of 0.1 mol of N-acetoacetyl-4-amino-1,2-benzimidazolone. As soon as coupling is at an end, the suspension is heated to 95 C. and filtered and the crude product is washed salt-free and dried. The crude pigment is suspended in a liter of 2-(2-ethoxyethoxy)ethanol and then stirred at 80 to 120 C. for three hours.The suspension is then cooled to 70 C. and filtered and the product is dried and ground. This gives 40 g of a neutrally yellow pigment having very high fastness to solvents and to overcoating.

The synthetic route of 5-Acetoacetlamino benzimdazolone has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Clariant International Ltd.; US2009/198045; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem