Tag: M.W=200-300

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. 330792-69-3, name is 2-(Methoxy(4-phenoxyphenyl)methylene)malononitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C17H12N2O2

1,1-Dicyano-2-methoxy-2-(4-phenoxyphenyl)ethene (22.5 g) and 1,1-dicyano-2-methoxy-2-(4-phenoxyphenyl)ethene oil (15 g) are treated with a solution of hydrazine hydrate (18 mL) in ethanol (25 mL) and heated on the steambath for 1 hour. Ethanol (15 mL) is added followed by water (10 mL). The precipitated solid is collected and washed with ethanol:water (4:1) and then dried in air to give 3-amino-4-cyano-5-(4-phenoxyphenyl)pyrazole as a pale orange solid.

According to the analysis of related databases, 330792-69-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMACYCLICS, INC.; US2008/76921; (2008); A1;,
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Related Products of 1953-99-7, A common heterocyclic compound, 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, molecular formula is C8Cl4N2, 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.

(i) Preparation of 1,2-dicyano-3,4,5,6-tetra(2-naphthoxy)benzene 1,2-Dicyano-3,4,5,6-tetrachlorobenzene (30.5 parts), potassium carbonate (62.8 parts) and 2-naphthol (98.1 parts) were stirred in dimethylformamide (140 parts) at 70 C. for 3 hours. The mixture was poured into water (300 parts) and extracted with chloroform (3*300 parts). The combined chloroform extracts were washed with dilute aqueous sodium hydroxide solution (500 parts) and then with water (500 parts). The chloroform was dried over anhydrous magnesium sulphate before evaporating under reduced pressure to leave a brown liquid which crystallized on adding butan-1-ol, cooling and standing for 2 hours. The crystallized solid was filtered, washed with butan-1-ol until the filtrates were colourless. The solid was dried to give 1,2-dicyano-3,4,5,6-tetra(2-naphthoxy)benzene (40.6 parts), m.p. 188-190 C.

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; Zeneca, Limited; US5486274; (1996); A;,
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Electric Literature of 1093951-76-8,Some common heterocyclic compound, 1093951-76-8, name is 2-Amino-3-bromo-4-fluorobenzonitrile, molecular formula is C7H4BrFN2, 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: 9-Amino-4-X-5-bromo-2-(alkyl)-2,3-dihydropyrrolo[3,4-b]quinolin-1-one (X = H or F).A white slurry of 4-X-3-bromo-2-[1-(alkyl)-5-oxo-2,5-dihydro-1H-pyrrol-3-ylamino]-benzonitrile (1.0 equiv) in t-butanol (0.08-1.00 M) was warmed to 45 C and treated with sodium t-butoxide (1.2 equiv). The resulting green solution was heated at 45 C for 3 h. The reaction was cooled to room temperature, partitioned between methylene chloride and water and the organic layer was washed with saturated aqueous sodium bicarbonate and the combined aqueous layers were extracted with methylene chloride. The organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure to give a light tan solid in greater than 80% yield, which was used without further purification.The intermediate compounds were prepared as follows:4-X-3-Bromo-2-[1-(alkyl)-5-oxo-2,5-dihydro-1H-pyrrol-3-ylamino]-benzonitrile (X = H or F).2-Amino-3-bromo-4-X-benzonitrile (1.0 equiv) and 1-(alkyl)-4-methoxy-1H-pyrrol-2(5H)-one (2.0 equiv) were combined in acetic acid (0.5-0.8 M benzonitrile in HOAc) and heated to 80 C. Methanesulfonic acid (2.5 equiv) was dissolved in acetic acid (10 M) and added dropwise via syringe over 15 min. The reaction was stirred for 1 h at 80 C and then cooled to rt and placed on a rotary evaporator under high vacuum for 15 min at 55 C to remove the acetic acid. The resulting oil was dissolved in methylene chloride and slowly added dropwise over 20 min to a solution of saturated aqueous sodium bicarbonate at 0-5 C, maintaining the pH value above 8. The resultant precipitate from the biphasic system was separated, washed with water twice and then with hexane once, and was dried at 50 C under high-vacuum to give a tan solid as the title compound in 70-85% yield, which was used without further purification (see Table 8).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-3-bromo-4-fluorobenzonitrile, its application will become more common.

Reference:
Article; Alhambra, Cristobal; Becker, Chris; Blake, Timothy; Chang, Amy; Damewood Jr., James R.; Daniels, Thalia; Dembofsky, Bruce T.; Gurley, David A.; Hall, James E.; Herzog, Keith J.; Horchler, Carey L.; Ohnmacht, Cyrus J.; Schmiesing, Richard Jon; Dudley, Adam; Ribadeneira, Maria D.; Knappenberger, Katherine S.; MacIag, Carla; Stein, Mark M.; Chopra, Maninder; Liu, Xiaodong F.; Christian, Edward P.; Arriza, Jeffrey L.; Chapdelaine, Marc J.; Bioorganic and Medicinal Chemistry; vol. 19; 9; (2011); p. 2927 – 2938;,
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Some common heterocyclic compound, 185836-35-5, name is 4-(Benzyloxy)-2-fluorobenzonitrile, molecular formula is C14H10FNO, 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. Application In Synthesis of 4-(Benzyloxy)-2-fluorobenzonitrile

To the resulting Grignard reagent was dropwise added a solution of 2-fluoro-4-benzyloxybenzonitrile (0.35 mol) in dry ether (1 l) below 20 C., and the mixture was heated for 10 hours under reflux, and then acidified with dilute sulfuric acid. Ether layer was separated, washed with water and the ether evaporated to dryness to obtain 2-fluoro-4-benzyloxy phenyl 5-methyl-heptyl ketone 896.3 g) as residue.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 185836-35-5, its application will become more common.

Reference:
Patent; Chisso Corporation; US4780242; (1988); A;,
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Some common heterocyclic compound, 17823-40-4, name is 4-Bromo-2,3,5,6-tetrafluorobenzonitrile, molecular formula is C7BrF4N, 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. Product Details of 17823-40-4

1.14 cm3 of hydrazine monohydrate are added to 2.0 g of 4-bromo-2,3,5,6-tetrafluorobenzonitrile in 40 cm3 of absolute ethanol. The mixture is refluxed for 18 hours, 30 cm3 of distilled water are then added and the reaction medium is concentrated under reduced pressure (2 kPa; 50 C.). The residue is taken up in 100 cm3 of ethyl acetate and 10 cm3 of water, and the organic phase is separated out after settling of the phases has taken place, dried over magnesium sulphate, filtered and concentrated to dryness under reduced pressure (2 kPa; 50 C.); after drying (90 Pa; 40 C.), 2.1 g of 6-bromo-4,5,7-trifluoro-1H-indazole-3-amine are obtained in the form of a beige-coloured solid. [0959] 1H NMR spectrum (300 MHz, (CD3)2SO-d6, delta in ppm): 5.52 (s: 2H); from 12.10 to 12.90 (broad unresolved peak: 1H). [TABLE-US-00076] EI m/z = 265M+. m/z = 236[M – HN2]+ m/z = 186[M – Br]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 17823-40-4, its application will become more common.

Reference:
Patent; Dutruc-Rosset, Gilles; Lesuisse, Dominique; Rooney, Thomas; Halley, Franck; US2004/14802; (2004); A1;,
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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. 49674-15-9, name is 3-Bromo-5-nitrobenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C7H3BrN2O2

To a stirring solution of 845 mg (3.72 mmol) of 3-bromo-5-nitrobenzonitrile in 5 rnL of THF and 5 rnL of EtOH was added 4.2 g (18.6 mmol) of SnCl22H2O in several portions.The reaction became slightly exothermic and was stirred at r.t. for about 12.5 h. The mixture was concentrated and 30 mL of 2 N NaOH was added. After the mixture was stirred for 2 h,H2O and EtOAc were added, and the organic layer was washed with 50 mL of H2O and 40 mL of brine. The aqueous layer was extracted with EtOAc and washed with brine. The combined extracts were dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (35% EtOAc/hexanes) provided 461 mg of 3-amino-5- bromobenzonitrile as a yellow solid in 63% yield.

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; COMENTIS, INC.; PURDUE RESEARCH FOUNDATION; WO2009/42694; (2009); A1;,
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Application of 77668-42-9, A common heterocyclic compound, 77668-42-9, name is 2,3-Dichlorobenzoyl cyanide, molecular formula is C8H3Cl2NO, 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.

400 g (2 moles) of 2,3-dichlorobenzoyl cyanide are added to a mixture prepared from 333.6 g (2.45 moles) of aminoguanidine bicarbonate in 800 mL of methanesulphonic acid. The mixture is then heated at 45C for 5 hours, cooled to 10C and 2.4 L of water is added slowly, controlling exothermy at 20-30C. The mixture is then adjusted to pH 11 with a 50% NAOH solution, filtered, the solid washed with water and dried at 45C to yield 419.8 g (82%) of the product of the title. NMR 1H (DMSO), delta (ppm): 6. 5- 6. 9 (s, 4H,-N=C (NH2) 2), 7.4 (t, 1H, ARH), 7. 6 (d, 2H, ArH). M. p. = 180-183C.

The synthetic route of 77668-42-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LABORATORIOS VITA, S.A.; WO2004/39767; (2004); A1;,
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Electric Literature of 154607-01-9, 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. 154607-01-9, name is 4-Bromo-2-chlorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Bromo-2-chloro-cyanobenzne (2.Og, 9.3 mmol) and sodium perborate (4.3g, 28 mmol) were dissolved in dioxane (40ml), water (40ml) and heated at reflux for 1 hour. An extra 2.0 g of perborate was added and the reaction was refluxed for 1 hour. The reaction was cooled, extracted with DCM (2 x 100 ml), dried and the solvent was removed in vacuo to yield a white solid. Ether was added to dissolve any remaining starting material and the solid was stirred for 10 minutes and filtered (1.35g, 62%). NMR (299.954 MHz, CDCl3) 12.61 (s, IH), 12.50 (s, IH), 12.38 – 12.31 (m, 2H), 12.13 (d, IH).

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, 4-Bromo-2-chlorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/64251; (2006); A1;,
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13338-63-1, name is 3,4,5-Trimethoxyphenylacetonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of 3,4,5-Trimethoxyphenylacetonitrile

General procedure: To a mixture of DBU (20 mol%) in DMSO (4 mL) were added 2 (1.5 equiv) and benzyl cyanide (50 mg, 1 equiv). The reaction mixture was stirred at r.t. for 3 h. Then, aq NH4Cl was added dropwise. H2O and EtOAc were added and the phases were separated. The aqueous layer was extracted with EtOAc. The organic phase was dried (MgSO4) and filtered. The solvent was evaporated under reduced pressure to give an oil, which was purified by column chromatography. The solvent polarity was increased via a gradient from neat petroleum ether (PE) to a mixture of EtOAc/PE (Table 1).

The synthetic route of 13338-63-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Campos, Joana F.; Queiroz, Maria-Joao R. P.; Berteina-Raboin, Sabine; Synthesis; vol. 50; 5; (2018); p. 1159 – 1165;,
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These common heterocyclic compound, 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, 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. name: 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile

To a 100 mL flask4-Bis (?,? – dimethylbenzyl) -2-yloxy) -3,5,6-trichloro-phthalonitrile (0.5 g), 3,4,5,6-Tetrachlorophthalonitrile (0.85 g), 1,8-Diazabicycloundec-7-ene (0.7 g),1-pentanol (7 g) and zinc acetate (0.4 g) were added and stirred while heating to 140 ° C. After completion of the reaction, the mixture is concentrated and purified by column chromatography. The liquid obtained after purification is concentrated to obtain a solid. The crystallized solid was vacuum-dried to obtain a compound represented by the following formula (C-3).

The synthetic route of 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung SDI Co., Ltd; Jeong Ui-su; Seo Hye-won; Shin Myeong-yeop; Han Gyu-seok; (40 pag.)KR2019/13136; (2019); A;,
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