Tag: M.W=100-200

Related Products of 5805-57-2, 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. 5805-57-2, name is (1H-Benzo[d]imidazol-2-yl)methanamine belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To 8-(benzyloxy)-4-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-5-yl trifluoromethanesulfonate (128 mg) and 2-(aminomethyl)benzimidazole (131 mg), triethylamine (86 muL) and dioxane (12 mL) were added, and the mixture was heated with stirring at 60 to 70C for 3 hours and 45 minutes. After cooling of the reaction mixture, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 100-80% chloroform/methanol] and then suspended in a mixed solvent of 2-propanol and diisopropyl ether, and the deposit was collected by filtration to obtain a pale yellow solid of 5-(((1H-benzimidazol-2-yl)methyl)amino)-8-(benzyloxy)-4-methylpyrido[2,3-d]pyrimidin-7(8H)-one (6 mg). 1H-NMR (DMSO-d6) delta value: 3.10 (s, 3H), 4.68-4.76 (m, 2H), 5.07 (s, 2H), 5.56 (s, 1H), 7.00-7.80 (m, 10H), 8.93 (s, 1H).

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

Reference:
Patent; Toyama Chemical Co., Ltd.; KAWAI, Hyouei; MURATA, Daigo; SUZUMURA, Yuko; EP2810944; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 53710-78-4, The chemical industry reduces the impact on the environment during synthesis 53710-78-4, name is 1-(3-Chloropropyl)-1H-imidazole, I believe this compound will play a more active role in future production and life.

General procedure: 60% NaH (9.6mg, 0.24mmol) was added to a solution of 5a (100mg, 0.24mmol) in dry DMF (10mL) at room temperature. After stirring for 30min, 1-(3-chloropropyl)-1H-imidazole (52mg, 0.36mmol) was added and the mixture was then stirred for 5h at 80C. After cooling, the mixture was poured into cold water (200mL) and extracted with EtOAc (3¡Á50mL). The combined organic phase was washed with brine (3¡Á150mL), dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel using dichloromethane/ 20 methanol/triethylamine (120:4:1, v/v/v) as eluent to afford 64.4mg (51.0%) 6a as a red solid.

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, 1-(3-Chloropropyl)-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Xiaoqi; Hu, Yuanyuan; Gao, Anhui; Xu, Meng; Gao, Lixin; Xu, Lei; Zhou, Yubo; Gao, Jianrong; Ye, Qing; Li, Jia; Bioorganic and Medicinal Chemistry; vol. 27; 4; (2019); p. 589 – 603;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 1615-14-1, The chemical industry reduces the impact on the environment during synthesis 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, I believe this compound will play a more active role in future production and life.

The mixture of 1-(2-hydroxyethyl)imidazole (2 g, 0.017 mol)and 1-chlorododecane (4.2 g, 0.02 mol) was stirred at 140 C for24 h under an argon atmosphere. The obtained semi-solid productwas purified bywashing with hexane-ethyl acetate mixture (4:1 (v/v), 3 30 ml). Residual solvents were removed in vacuum10 mbar at 70e80 C for 12 h. The ionic liquid has melting point of28e29 C.1H NR (400 Hz, DMSO-D6): d 0.85 (t, 3H, CH3), 1.25 (m,18H, H3(CH2)9),1.79 (m, 2H, NCH2CH2), 3.38 (br s,1H, OH), 3.72 (m,2H, NCH2CH2OH), 4.16e4.23 (m, 4, NCH2), 7.78 (br s, 1H, C4eH),7.81 (br s, 1H, C5eH), 9.27 (s, 1H, C2eH).

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-(1H-Imidazol-1-yl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Trush, Maria M.; Semenyuta, Ivan V.; Vdovenko, Sergey I.; Rogalsky, Sergiy P.; Lobko, Evgeniya O.; Metelytsia, Larisa O.; Journal of Molecular Structure; vol. 1137; (2017); p. 692 – 699;,
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. 5805-57-2, name is (1H-Benzo[d]imidazol-2-yl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 5805-57-2

General procedure: The receptors were prepared as follows: Tom-phthaloyl chloride (4 mmol) solution indichloromethane, was added benzimidazolederivatives (8.1 mmol) with catalytic amount oftrimethylamine under ultrasonication irradiation andstirred for 20-30 min at room temperature. Thereaction progress was examined by thin filmchromatography using solvent system, (8:2) pet ether:ethyl acetate. After completion of reaction, asmonitored by TLC, the reaction mixture was pouredinto a saturated sodium bicarbonate solution, filteredand washed with water (3×50 mL) to afford thedesired dipodal products (RA-RD). N,N’-Bis-(IH-benzoimidazol-2-ylmethyl)-isophthalamide(RA): M. pt.: 188 C. Yield: 88.1%. FTIR (KBr,v cm-1): 3259 (N-H), 3010 (aliphatic C-H), 1645(C-O). IH NMR (DMSO-d6, 400 MHz, ppm) d 4.70(2H, s, CH2), 7.12-7.47 (m, IlH, aromatic C-H), 8.06(s, IH, phenyl C-H), 8.50 (s, 2H, amide N-H), 11.28(s, 2H, benzimidazole N-H). 13C NMR (DMSO-d6,100 MHz, ppm) 115.17, 122.61, 127.46, 128.92,129.01, 130.88, 134.51, 138.06, 152.78, 166.49,166.79, 167.42. MS (ESI) m/z: 425.1874 [M+H]+calcd. for C24H2oN602: 424.1648.

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 5805-57-2.

Reference:
Article; Jain, Anshu; Gupta, Ragini; Agarwal, Madhu; Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical; vol. 56A; 5; (2017); p. 513 – 518;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

4331-29-7, name is 1H-Benzo[d]imidazol-7-amine, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 4331-29-7

-(Benzyloxy)-2-methyl-4H-pyran-4-one (450 mg, 2.081 mmol) and lH-benzimidazol-4-amine (279 mg, 2.095 mmol) were taken up in 40percent HOAc/3/40 (10 ml) in a microwave vial. The vial was sealed and the mixture heated to 140 ¡ãC for 30 min by microwave irradiation. The reaction was incomplete by LC MS. The mixture was heated to 200 ¡ãC for 30 min by microwave irradiation. The reaction was incomplete by LC/MS, The mixture was heated to 170 ¡ãC for 1 h by microwave irradiation. The mixture was concentrated. The crude material was purified by preparative reversed-phase HPLC (30x150mm Waters Sunfire (0.1percent TFA), 5- 35percent ACN/water over 20 min at 50 mL/min, 2 injections). Fractions containing each compound were pooled separately then applied to separate Phenomenex Strata-X-C ion exchange columns (5g). Each column was washed with 3/40 and MeOH (discard) then with 10percent concentrated NH4OH in MeOH (collect). The collected fractions for each were concentrated separately to give the title compounds below: l-(lH-benzimidazoi-4-yl)-5-(benzyloxy)-2-methylpyridin-4(lH)-one: tan solid LC/MS rt=1.24 min, 1H NMR (500 MHz, d6-DMSO) 5 12.90 (bs, 1 H), 8.33 (s, 1 H), 7.72 (bs, 1 H), 7.49 (bs, 1 H), 7.41-7.25 (m, 7 H), 6.26 (s, 1 H), 4.94 (s, 2 H), 1.92 (s5 3 H).l-(lH-benzimidazol-4-yl)-5-hydroxy-2-methylpyridin-4(l /)-one: tan solid, LC/MS rt = 0.47 min, 1H MR (500 MHz, d6-DMSO) delta 12.88 (bs, 1 H), 8.32 (s, 1 H), 7.70 (d, J = 8.06 Hz, 1 H), 7.38-7.25 (m, 3 H), 6.25 (s, 1 H), 1.92 (s, 3 H). l-[l-(2-Chloro-6-fluorobenzyl)-lH-benzimidazol-4-yl]-5-hydroxy-2-methylpyridin-4(l//)-one

The synthetic route of 4331-29-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WOLKENBERG, Scott; BARROW, James, C.; POSLUSNEY, Michael, S.; HARRISON, Scott, T.; TROTTER, B. Wesley; MULHEARN, James; NANDA, Kausik, K.; MANLEY, Peter, J.; ZHAO, Zhijian; SCHUBERT, Jeffrey, W.; KETT, Nathan; ZARTMAN, Amy; WO2011/109254; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 50995-95-4, name is 2-Propylimidazole, 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 50995-95-4, category: imidazoles-derivatives

Taking 2 – propyl imidazole 11.0g (0.1 muM), KOH 8.4g (0.15 muM), K2CO313 . 8g (0.1 muM) and tetrabutyl ammonium bromide 1.6g (0.005 muM) dissolved in 75 ml dichloromethane in, room temperature stirring 0.5h after, slow instillment bromine ethyl acetate 0.1 muM (11.2 ml), dropwise, 39 C reflow 9h, filtering, saturated salt water washed filtrate three times, dried with anhydrous sodium sulfate, 25 C distilling the organic phase to liquid droplet not to trickle out, obtaining oil object, to obtain the compound IV intermediate 1

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Propylimidazole, and friends who are interested can also refer to it.

Reference:
Patent; Jiangsu Atomic Medical Institute; Qiu Ling; Lin Jianguo; Lv Gaochao; Li Ke; Peng Ying; Luo Shineng; Wang Shanshan; Zhao Xueyu; (27 pag.)CN106749406; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 20970-50-7, name is 1-(1-Methyl-1H-imidazol-5-yl)ethanone, 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 20970-50-7, Safety of 1-(1-Methyl-1H-imidazol-5-yl)ethanone

EXAMPLE 3 2-Benzyl-4-(1′-methyl-5′-imidazolyl)thiazole hydrochloride A solution of 5-acetyl-1-methylimidazole (100 mg, 0.81 mmol) in 2.4 ml of acetic acid was stirred at 25 C. as 0.24 ml (0.30 g, 1.2 mmol) of 31% hydrobromic acid in acetic acid was added. Pyridinium bromide perbromide (0.29 g, 0.91 mmol) was added, giving an orange solution from which a yellow precipitate formed after 30 minutes. After 2.5 hours, ether (5 ml) was added. The supernatant was removed by pipet, and the precipitate was dried under a stream of nitrogen. Ethanol (6 ml) and benzylthioamide (137 mg, 0.91 mmol) were added, and the mixture was heated to reflux for 45 minutes. The reaction was cooled to 25 C., poured into 25 ml of ether, and washed with 50 ml of 1.25N aqueous sodium hydroxide. The aqueous layer was extracted with 2*25 ml of ether, and the organic extracts were combined, dried (sodium sulfate), filtered, and evaporated. The residue was purified by column chromatography on silica gel (5 g), eluted with 8% isopropanol in 4:1 dichloromethane/ethyl acetate, yielding 2-benzyl-4-(1′-methyl-5′-imidazolyl)thiazole (159 mg, 77% yield) as an almost colorless oil. The free base (159 mg, 0.62 mmol) was dissolved in 10 ml of methanol and treated with 0.32 ml (0.64 mmol) of 2.0N aqueous hydrochloric acid. Evaporation of the solution yielded 183 mg of pale yellow crystals. Recrystallization from 2:1 ethyl acetate/ethanol gave 2-benzyl-4-(1′-methyl-5′-imidazolyl)thiazole hydrochloride (111 mg, 61% recovery) as colorless plates, m.p. 191-194 C.

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, 1-(1-Methyl-1H-imidazol-5-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck & Co., Inc.; US4746669; (1988); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 104619-51-4,Some common heterocyclic compound, 104619-51-4, name is Di(1H-imidazol-1-yl)methanimine, molecular formula is C7H7N5, 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.

6-(trifluoromethyl)oxazolo[4,5-c]pyridin-2-amine 5-amino-2-(trifluoromethyl)pyridine-4-ol (220 mg, 1.24 mmol) was dissolved in anhydrous THF (7 mL). Di(1H-imidazol-1-yl)methanimine was then dissolved into the solution. The reaction was stirred at 65 C. for 24 hours. After cooling the solution to room temperature, the solution was taken up in ethyl acetate and washed with deionized water, saturated NH4Cl, and saturated NaCl. The organic layer was dried over MgSO4, filtered, and concentrated down to the crude material. Excess CH2Cl2 was added to the crude solid, which precipitated out. The pure solid was filtered and dried under vacuum. Yield: 91%. 1H NMR (400 MHz, DMSO): 8.58 (s, 1H), 8.17 (s, 2H), 8.02 (s, 1H). [M+1]+=204.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Di(1H-imidazol-1-yl)methanimine, its application will become more common.

Reference:
Patent; Indiana University Research and Technology Corporation; The Brigham and Women’s Hospital, Inc.; Androphy, Elliot J.; Hodgetts, Kevin; Calder, Alyssa Nicole; (46 pag.)US2017/239225; (2017); 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. 22884-10-2, name is 2-(1H-Imidazol-1-yl)acetic acid, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(1H-Imidazol-1-yl)acetic acid

Example 1 – Zoledronic Acid; EPO A suspension of 1-imidazol-l-yl acetic acid (200 g) in methanesulfonic acid 98-99 % (240 ml) is added slowly and blending phosphorous trichloride (856 ml).The temperature is increased until reaching 55 0C, reflux is observed.Once the phosphorous trichloride aggregate is finished, the aggregate of water (171 ml) is started, thus increasing the exothermy, which is evidenced through a larger volume of reflux.During the reaction hydrogen chloride is released.The mass in suspension slowly dissolves and the solution turns very viscous, thus making the agitation difficult.After 12 hours reaction at 55-70 0C, water is slowly added (805 ml), in a period of 2-3 hours at a temperature between 8 and 25 0C, with which a fluid solution is achieved.It is then heated at 105 – 112 0C over 3 hours and the solution is filtered to eliminate impurities.The resulting solution is partially neutralized at a temperature of 30 – 40 0C with a sodium hydroxide aqueous solution 50 % (w/v) until obtaining a pH of 0.25 +/- 0.03It is then cooled down to 0-5 0C, maintaining this temperature over at least 2 hours the precipitate being filtered.The same is washed by resuspension once in water (500 ml) and twice in methanol (500 ml each time).The precipitate may be dried in a stove at 50 – 60 0C, thus obtaining the raw zoledronic acid with a potentiometric titre equal to or exceeding 98 %.It may also be used humid to prepare the trihydrate form.The output is 83 %.

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; GADOR S.A.; WO2007/16982; (2007); 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. 25676-75-9, name is 4-Bromo-1-methylimidazole, A new synthetic method of this compound is introduced below., Safety of 4-Bromo-1-methylimidazole

To a solution of compound 121-4 (700 mg, 1.74 mmol, 1.0 eq), compound 121-4a (308 mg, 1.91 mmol, 1.1 eq), Cs2C03 (1.13 g, 3.48 mmol, 2.0 eq) in Dioxane (8 mL) and H20 (2 mL) was added Pd(PPh3)4 (101 mg, 87.0 umol, 0.05 eq) under N2. The reaction mixture was stirred at 90 C for 16 hours. The reaction mixture was concentrated under reduced pressure. The mixture was diluted with water (20 mL) and the resultant mixture was extracted with EA (50 mL * 3). The combined organic layers were dried over Na2SC>4, filtered and concentrated to dryness under reduced pressure. The residue was purified by preparative high performance liquid chromatography. The pure fractions were collected and the volatiles were removed under vacuum. The resulting mixture was lyophilized to dryness to remove the solvent residue completely. The title compound 121-5 (180 mg, 28% yield) was obtained. LCMS (ESI): RT = 0.592 min, mass calcd. for C18H20N4O2S 356.13, m/z found 356.9 [M+H]+, lH NMR (400MHz, CDCI3) delta 9.09 (s, 1H), 7.86 (d, J = 2.3 Hz, 1H), 7.49 (dd, J= 2.3, 8.8 Hz, 1H), 7.46 (s, 1H), 7.41 – 7.30 (m, 4H), 7.29 – 7.26 (m, 2H), 6.62 (d, J = 8.8 Hz, 1H), 4.53 (s, 2H), 4.21 (q, J= 5.4 Hz, 1H), 3.75 (s, 3H), 2.61 (d, J = 5.5 Hz, 3H).

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; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (294 pag.)WO2019/40380; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem