Tag: M.W=100-200

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. 53710-78-4, name is 1-(3-Chloropropyl)-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H9ClN2

1-(3-Chloropropyl)-1H-imidazole (596 mg, 4.12 mmol), potassium carbonate (660 mg, 4.775 mmol) and potassium iodide (106 mg, 0.64 mmol) were added to a stirred solution of cis-4-amino-5-chloro-2-methoxy-N-(3-methoxypiperidin-4-yl)benzamide (1 g, 3.188 mmol) in N,N-dimethylformamide (20 mL) in order. The reaction mixture was heated to 90 C for 12 h and then cooled to room temperature and extracted with ethyl acetate and water. The organic layer was dried over anhydrous MgSO4 and evaporated in vacuo. The residue was purified by column chromatography (chloroform:acetone = 4:1) to obtain the target compound (700 mg, 52% yield). 1H NMR (400 MHz, CDCl3): delta 8.19 (d, J = 8.4 Hz, 1H), 8.06 (s, 1H), 7.49 (s, 1H), 7.03 (s, 1H), 6.92 (s, 1H), 6.28 (s, 1H), 4.49 (bs, 2H), 4.19-4.08 (m, 1H), 4.08-3.92 (m, 2H), 3.85 (s, 3H), 3.44-3.38 (m, 4H), 2.99-2.83 (m, 1H), 2.78-2.65 (m, 1H), 2.35-2.18 (m, 2H), 2.18-2.03 (m, 2H), 1.99-1.67 (m, 4H). 13C NMR (400 MHz, CDCl3): delta 163.75, 157.56, 146.76, 137.41, 132.92, 129.28, 112.45, 111.44, 97.85, 57.14, 55.96, 54.19, 53.74, 51.44, 48.15, 44.53, 28.14, 27.73. HRMS (FAB): calcd for C20H28ClN5O3 [M+H]+ 422.1954, found 422.1955.

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 53710-78-4.

Reference:
Article; Park, Jung Sang; Im, Weonbin; Choi, Sunghak; Park, Sook Jin; Jung, Jun Min; Baek, Ki Seon; Son, Han Pyo; Sharma, Satyasheel; Kim, In Su; Jung, Young Hoon; European Journal of Medicinal Chemistry; vol. 109; (2016); p. 75 – 88;,
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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. 7152-24-1, name is 2-(Methylthio)benzimidazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8N2S

General procedure: Metallic Na (76 mg,3.3 mmol) was added to t-BuOH (30 ml), and the mixturewas heated under reflux until effervescence ceased. Thenazole 3b-d or 6b,d,e (3 mmol) and 3,5-dibromo-1-(1,1-dioxidothietan-3-yl)-1H-1,2,4-triazole (1) (0.99 g, 3 mmol)were added. The reaction mixture was heated under refluxfor 2 h (for compounds 4b-d, 7d,e) or 3 h (for compound7b). The solvent was evaporated under reduced pressure,and H2O (15 ml) was added to the residue. The precipitatewas filtered off, dried at 60C, and recrystallized from asuitable solvent.

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 7152-24-1.

Reference:
Article; Makarova, Nadezhda N.; Klen, Elena E.; Khaliullin, Ferkat ?.; Chemistry of Heterocyclic Compounds; vol. 55; 9; (2019); p. 823 – 826; Khim. Geterotsikl. Soedin.; vol. 55; 9; (2019); p. 823 – 826,4;,
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Imidazole | C3H4N2 – PubChem

Application of 716-79-0, A common heterocyclic compound, 716-79-0, name is 2-Phenyl-1H-benzo[d]imidazole, molecular formula is C13H10N2, 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.

To 28 mL of dimethyl sulfoxide was added 2.8 g (14 mmol, 1 equivalent) of 2-phenyl-1H-1,3-benzodiazole, 1.6 g (28 mmol, 2 eq.) Of potassium hydroxide, 0.12 g (0.72 mmol, 5 molpercent) of potassium iodide were sequentially added thereto, followed by cooling and stirring, 3.0 mL (28 mmol, 2 equivalents) of butane bromide was slowly added thereto, and the mixture was heated to room temperature and agitated for 4 hours. After completion of the reaction, 60 mL of water and 60 mL of ethyl acetate were added to the reaction mixture, After further washing with 60 mL of water, the solution was concentrated and purified by silica column chromatography to obtain 3.3 g (91percent) of 1-butyl-2-phenyl-1H-1,3-benzodiazole.

The synthetic route of 716-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samyang Co., Ltd.; Oh Cheon-rim; Lee Jae-hun; Kwon Jae-gwan; Lee Deuk-rak; Lee Won-jung; (17 pag.)KR2018/77354; (2018); A;,
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Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 583-39-1, name is 2-Mercaptobenzimidazole, 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 583-39-1, Safety of 2-Mercaptobenzimidazole

A mixture of 0.1 g of benzimidazole-2-thione, 0.374 g of benzyl acetate 1, and 5 mL of methanol was kept at room temperature for 20 days. The precipitate was filtered off, washed with methanol, and dried in air. Yield 0.21 g (54%), mp 243-245C (mp 244-245C [13]). 1H NMR spectrum (CDCl3), delta, ppm: 1.42 s (36H, CMe3), 5.18 s (2H,OH ), 5.52 s (4H, CH2N), 7.12-7.25 m (4H, ArH), 7.40 s (4H, ArH).

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; Gataullina; Mogilevtseva; Nugumanova; Bukharov; Tagasheva; Deberdeev, R. Ya.; Russian Journal of General Chemistry; vol. 87; 9; (2017); p. 1919 – 1923; Zh. Obshch. Khim.; vol. 87; 9; (2017); p. -1435 – -1439,5;,
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Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 2849-93-6, name is 1H-Benzimidazole-2-carboxylic acid, 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. COA of Formula: C8H6N2O2

1H-benzimidazole-2-carboxylic acid (183 mg, 1.02 mmol) was dissolved in methylene chloride (20 ml) and DMF (5 ml), reacted with EDCI (195 mg, 1.02 mmol) and HOBt (138 mg, 1.02 mmol) for 20 min, and stirred together with 4b-amino-9b-hydroxy-7-isopropyl-4b,9b-dihydro-5-oxa-indeno[2,1-a]-inden-10-one (250 mg, 0.85 mmol) overnight at room temperature. After extraction with methylene chloride and water, the organic layer was dried over MgSO4 and concentrated in a vacuum. Purification by column chromatography (ethylacetate:n-hexane=1:1) afforded N-(4b-hydroxy-7-isopropyl-10-oxo-9b,10-dihydro-4bH-benzo[d]indeno[1,2-b]furan-9b-yl)-1H-benzo[d]imidazole-2-carboxamide as a white solid (210 mg, 56%). [0822] 1H-NMR (300 MHz, CD3OD) delta 1.19 (d, J=6.9 Hz, 6H, CH3), 2.86 (sep, J=6.9 Hz, 1H, CH), 6.69 (s, 1H, ArH), 6.93 (dd, J=7.9 Hz, 1.2 Hz, 1H, ArH), 7.327.35 (m, 2H, ArH), 7.49 (d, J=7.9 Hz, 1H, ArH), 7.637.64 (m, 4H, ArH), 7.897.91 (m, 2H, ArH).

The synthetic route of 1H-Benzimidazole-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN K.U. LEUVEN R & D; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; Jung, Young Sik; Lee, Chong Kgo; Kim, Hae Soo; Jeong, Hee Chun; Kim, Pil Ho; Han, Soo Bong; Shin, Jin Soo; Neyts, Johan; Thibaut, Hendrik Jan; US2014/114068; (2014); A1;,
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Imidazole | C3H4N2 – PubChem

Synthetic Route of 5805-57-2, These common heterocyclic compound, 5805-57-2, name is (1H-Benzo[d]imidazol-2-yl)methanamine, 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.

General procedure: Compound 7 (0.5mmol) and DIPEA (0.7mmol) were mixed in anhydrous DMF (4mL) at 0C. After 45min, HBTU (0.6mmol) followed by the amine partner (8a-s; 0.55mmol) were added and stirring was continued at room temperature for 10-13h. After completion, the reaction mixture was diluted with EtOAc and washed with cold water and followed by brain solution. Then, the organic layer was dried over Na2SO4 and concentrated under the vacuum to obtain the crude product. Then, the residue was purified on flash chromatography using EtOAc/hexane or MeOH/DCM as eluent to obtain the title compounds 9a-s.

The synthetic route of 5805-57-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Omar, Hany A.; Zaher, Dana M.; Srinivasulu, Vunnam; Hersi, Fatema; Tarazi, Hamadeh; Al-Tel, Taleb H.; European Journal of Medicinal Chemistry; vol. 139; (2017); p. 804 – 814;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 2849-93-6,Some common heterocyclic compound, 2849-93-6, name is 1H-Benzimidazole-2-carboxylic acid, molecular formula is C8H6N2O2, 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.

The bispyridine ester amine compound (168 mg, 0.83 mmol) in Example 1 and benzoimidazole-2-carboxylic acid (190 mg, 1.17 mmol) were dissolved in DMF (5 m?#8467;), HBTU (402 mg, 1.25 mmol) and triethylamine (0.58 m?#8467;, 4.17 mmol) were added to the solution, and the mixture was stirred at room temperature for 24 hours. After the reaction was completed, the product was washed and filtered to yield a target compound as a white solid (247 mg, 86 %) by chromatography (methanol: dichloromethane = 1:30).

The synthetic route of 2849-93-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; EP2108649; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 39070-14-9, These common heterocyclic compound, 39070-14-9, name is (1-Methyl-2-nitro-1H-imidazol-5-yl)methanol, 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.

To a solution of alcohol18(0.50 g, 3.2 mmol) in THF (10 mL) at 0 C was added diisopropylethylamine (0.67 mL, 3.8 mmol) and methanesulfonyl chloride (0.3 mL, 0.38 mmol) and the mixture was stirred for 30 min. EtOAc (20 mL) was added and the solution washed with 1M aqueous HCl (20 mL), dried over MgSO4and solvent removed in vacuo. The crude material was purified by column chromatography (2:1, X4, EtOAc) to yield19(0.51 g, 91%) as a yellow solid, mp 99-100 C (lit. [43] mp 94-96 C). deltaH(CDCl3) 7.19 (1H, s, 4-H), 4.63 (2H, s, CH2), 4.08 (3H, s, CH3). deltaC(CDCl3) 146.4 (C-NO2), 132.9 (C), 128.6 (CH), 34.3 (CH3), 33.9 (CH2). LRMSm/z176.1 (100%, M35+ H), 178.1 (36%, M37+ H). These data are in good agreement with literature values [43].

The synthetic route of 39070-14-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dickson, Benjamin D.; Wong, Way Wua; Wilson, William R.; Hay, Michael P.; Molecules; vol. 24; 8; (2019);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 68892-07-9, name is Methyl 2-mercapto-1-methyl-1H-imidazole-5-carboxylate, 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 68892-07-9, category: imidazoles-derivatives

428 g (2.49 mol) of the commercially available compound (XXIII) were stirred in 2.81 of 3 M aqueous sodium hydroxide solution at 15 C. for 30 mm. Using 6hydrochloride acid, the pH was then adjusted to 1-2 and the precipitate was filtered off with suction. Drying gave 363of the compound (XXIV). 1H-NMR (400 MHz, CD3OD): oe=3.82 (s, 3H),7.58 (s, 1H)

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, Methyl 2-mercapto-1-methyl-1H-imidazole-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; FISCHER, REINER; HEIL, MARKUS; JANSEN, JOHANNES-RUDOLF; KUEBBELER, SUSANNE; WILCKE, DAVID; KOEHLER, ADELINE; WILLOT, MATTHIEU; EILMUS, SASCHA; ILG, KERSTIN; MALSAM, OLGA; LOESEL, PETER; PORTZ, DANIELA; ANDERSCH, WOLFRAM; (92 pag.)US2018/7900; (2018); A1;,
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Imidazole | C3H4N2 – PubChem

Reference of 17289-26-8, These common heterocyclic compound, 17289-26-8, name is 1-Methyl-1H-imidazole-4-carbaldehyde, 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.

A solution of 1-methyl-1H-imidazole-4-carboxaldehyde (0.71 g, 6.45 mmol) in THF (60 mL) was treated with acetic acid (738 jiL, 12.90 mmol) and dimethylamine (2 M in THF, 6.45 mL, 12.90 mmol) and stirred for 2 h. Sodium triacetoxyborohydride (2.74 g,12.90 mmol) was added and the mixture stirred overnight. The reaction was diluted with EtOAc and poured into saturated aqueous NaHCO3. The aqueous phase was concentrated in vacuo and the resultant residue suspended in MeOH-DCM. This was filtered and the filtrate concentrated in vacuo. The crude product was purified using an SCX-2 cartridge and the relevant eluent was concentrated in vacuo to give a residue which was furtherpurified by chromatography eluting from 0-10% (2M NH3 in MeOH) in DCM to afford the title compound as an amber oil (340 mg).?H NMR (300 MHz, DMSO): oe 7.44 (1H, s), 6.91 (1H, s), 3.60 (3H, s), 3.24 (2H, s), 2.11(6H, s).

Statistics shows that 1-Methyl-1H-imidazole-4-carbaldehyde is playing an increasingly important role. we look forward to future research findings about 17289-26-8.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; ALCARAZ, Lilian; SUTTON, Jonathan Mark; CAPALDI, Carmelida; ARMANI, Elisabetta; WO2015/91281; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem