Tag: M.W=200-300

Related Products of 1953-99-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1953-99-7 name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

In a 100 ml flask, 3,4,5,6-tetrachlorophthalonitrile (5 g), 2-butylphenol (4.75 g), K2CO3 (3.9 g) N,N-dimethylformamide (25 ml) was added and stirred while heating to 70 ¡ã C. After completion of the reaction, the reaction mixture is extracted with EA (ethyl acetate). After extraction and concentration, a solid can be obtained. The solid thus obtained is dissolved in a small amount of dichloromethane, washed with hexane several times, filtered and vacuum dried to obtain 3,4,6-trichloro-5-(2-butyl-phenoxy)-phthalonitrile.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Samsung SDI Co., Ltd; Seo Hye-won; Shin Myeong-yeop; Jeong Ui-su; Han Gyu-seok; (56 pag.)KR2019/11995; (2019); A;,
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Electric Literature of 97165-77-0,Some common heterocyclic compound, 97165-77-0, name is 3,5-Dibromobenzonitrile, molecular formula is C7H3Br2N, 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 round-bottomed flask was charged with 3,5-dibromobenzonitrile (15.65 g, 60.00 mmol), sodium azide (7.80 g, 120.00 mmol) and zinc bromide (27.00 g, 120.00 mmol). After degassed, DMF (100 mL) was added. The reaction mixture was heated to 120 C and stirred at this temperature until complete. The reaction was cooled to rt and then in an ice-water bath. 300 mL of IN aqueous HCl was added. The white precipitate formed was collected by suction filtration, washed with water, and dried together with phosphorous pentoxide under vacuum to afford 17.32 g (95 %) of product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dibromobenzonitrile, its application will become more common.

Reference:
Patent; DENOVAMED INC.; WU, Fan; LU, Erhu; BARDEN, Christopher J.; WO2012/116452; (2012); A1;,
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Related Products of 1835-65-0,Some common heterocyclic compound, 1835-65-0, name is 3,4,5,6-Tetrafluorophthalonitrile, molecular formula is C8F4N2, 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.

Toamixtureof5mmol of tetrafluorophthalonitrile (1.2 g,5mmol) and5mmol of 4-Methoxy-1-naphthol (0.87 g, 5 mmol) in 50 ml of DMSO at ambient temperature was added 5 mmolof lithium hydroxide monohydrate (0.21 g, 5 mmol) within 0.5 h. The mixture was stirred for24 h at same temperature and then it was poured to 100ml of water. Then extracted with chloroform(2 ¡Á 100 mL), washed with water (1 ¡Á 100 mL) and brine (1 ¡Á 100 mL) solution anddried over Na2SO4. The solvent was removed under reduced pressure. The resulting residuewas purified by silica-gel column chromatography using Benzene:Hexane (8:2) as an eluent toobtain compound 3 (1.41 g, 80.1percent) as a yellow solid. 1H NMR (600MHz, CDCl3 ppm) delta 7.94(d, J = 8.2 Hz, 1H), 7.43 (d, J = 8.2 Hz, 1H), 7.30-7.26 (m, 1H), 7.19-7.15 (m, 1H), 6.45 (d,J = 8.3 Hz, 1H), 6.36 (d, J = 8.3 Hz, 1H). 13C NMR (125 MHz, CDCl3, ppm) delta 155.7, 153.9,152.6, 146.1, 143.5, 128.5, 127.4, 126.7, 126.2, 125.4, 122.6, 122.0, 121.1, 120.6, 109.8, 109.1,102.2, 101.9, 55.8. IR (KBr tablet) numax/cm?1: 3010, 2940, 2236, 1633, 1597, 1386, 1289, 1152,1042, 978, 760. MALDI-TOF-MS: m/z calcd for C19H9F3N2O2, 354; found 355 [M + H+]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,4,5,6-Tetrafluorophthalonitrile, its application will become more common.

Reference:
Article; Jeong, Jaemyeng; Kumar, Rangaraju Satish; Kim, Ick Jin; Son, Young-A; Molecular Crystals and Liquid Crystals; vol. 644; 1; (2017); p. 249 – 256;,
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Related Products of 4592-94-3, These common heterocyclic compound, 4592-94-3, name is 3-(4-Bromophenyl)-3-oxopropanenitrile, 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: To the 1 mol eq. of 3-aryl-3-oxopropanonitrile (2) was added1 mol eq. of hydrazine hydrate (1) in Toluene/EtOH (9:1) and thereaction mixture was refluxed for 30 min then another 1 mol eq. ofdifferent 3-aryl-3-oxopropanonitrile (2) and catalytic amount ofPTSA (0.01 mol eq.) was added. Again reaction mixture wasrefluxed up to 4 h. On completion of the reaction, excess solvent was distilled off. The solid so obtained was filtered and washedwith cold ethanol. Solid was neutralised with aq. sodium bicarbonatesolution and again filtered. Compound thus obtained wasair dried and recrystallized from ethanol.

The synthetic route of 4592-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Aggarwal, Ranjana; Singh, Gulshan; Kaushik, Pawan; Kaushik, Dhirender; Paliwal, Deepika; Kumar, Ajay; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 326 – 333;,
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Reference of 179897-89-3,Some common heterocyclic compound, 179897-89-3, name is 5-Bromo-2-fluorobenzonitrile, molecular formula is C7H3BrFN, 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 5-Bromo-2-fluoro-bcnzonitrile (1 0.05 g, 50.25 mmol) in DMSO (30mL) is addedsodiummetl1anethiolate (3.87 g, 55.27 mmol) portionwise at 0C. The reaction mixture is stirred for2h at r.t..Sodiummethanethiolate ( l.06g, 15.07 mmol) is added and stirred for further 2h at r.t ..The reaction mixture is diluted with water (1 00 mL) and the precipitate is filtered off and dried invacuo at 50C. Yield 88% m/z 228/230 [M+H]+, rt 1.26 min, LC-MS Method V018_S01.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-2-fluorobenzonitrile, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; ANDERSKEWITZ, Ralf; GRUNDL, Marc; OOST, Thorsten; PAUTSCH, Alexander; PETERS, Stefan; WO2014/140081; (2014); 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. 101184-73-0, name is 2-(4-Bromophenyl)-2-methylpropanenitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C10H10BrN

To a stirred solution of 2-(4-bromophenyl)-2-methylpropanenitrile (11.88 g, 53.0 mmol, 1.0 eq.) in THF (150 ml) was added dropwise a solution of B in THF (1.0 N, 159 ml, 159.0 mmol, 3.0 eq.) at an ice-water bath temperature, and the resultant mixture was heated to reflux for 4 hours. The reaction mixture was cooled to ambient temperature, and was concentrated to dryness. The obtained residue was dissolved in methanol, and was heated to reflux for additional (0135) 1 hour. The reaction mixture was concentrated to dryness again, and was treated with water. The aqueous phase was extracted with EA, washed with brine, dried over Na2S04, and was concentrated to dryness. The crude material 2-(4-bromophenyl)-2-methylpropan- 1 -amine was used directly in next step without further purification

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; PHARMABLOCK SCIENCES (NANJING), INC.; LIU, Liu; LI, Jin; YANG, Minmin; (126 pag.)WO2019/173804; (2019); A1;,
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Synthetic Route of 5866-98-8, 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. 5866-98-8, name is 2,6-Dichloro-3-nitrobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 2,6-dichloro-3-nitrobenzonitrile (750.0 g, 3.45 mol, 1.0 equiv.) in ethanol (7.5 L, 10.0 V) at 15-20 oC. was slowly added hydrazine hydrate (519.0 g, 10.36 mol, 3.0 equiv.) while maintaining the reaction mass below 25 C (Observation: Addition is slightly exothermic and solid formation will begin upon addition). The reaction mixture temperature was slowly raised to room temperature and then the mixture was stirred for 3 h (Observation: the quantity of solids will increase during this time). After completion of the reaction (monitored by TLC), the mixture was diluted with water (7.5 L, 10.0 V) and further stirred for 1 h at room temperature. The solids were isolated via filtration and then were washed with water (2.25 L, 3.0 V). The wet solid was washed with a 1:1 ratio mixture of acetone (1.875 L, 2.5 V) and hexanes (1.875 L, 2.5 V). Bulk residual water was removed from the solids by maintaining vacuum filtration for 60-90 min. The wet solid was finally dried in a hot air oven for 7-8 h at 50 oC (until moisture content reaches below 1.5%) to get the dried product, 4-chloro-7-nitro-1H-indazol-3-amine (549.0 g, 75% yield) as a brick red-colored solid.1H NMR (400 MHz, CDCl3): d 10.36 (bs, 1H), 8.20 (d, J = 8.4 Hz, 1H), 7.07 (d, J = 8.40 Hz, 1H), 4.73 (bs, 2H).

The chemical industry reduces the impact on the environment during synthesis 2,6-Dichloro-3-nitrobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; GILLIS, Eric P; PARCELLA, Kyle E.; PATEL, Manoj; PEESE, Kevin M; (277 pag.)WO2020/84492; (2020); A1;,
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Related Products of 77668-42-9, These common heterocyclic compound, 77668-42-9, name is 2,3-Dichlorobenzoyl cyanide, 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.

5. Synthesis of lamotrigine via the tetrafluoroborate saltA solution of aminoguanidinium tetrafluoroborate was freshly prepared from aminoguani- dinium bicarbonate (2.42 g, 17.8 mmol) and anhydrous tetrafluoroboric acid, 53% (v/v) in diethylether (6.18 g), and diluted with acetonitrile (8 mL). 2,3-dichlorobenzoyl cyanide (1.50 g, 7.50 mmol) was added and the reaction mixture was heated to 45 C for 4 hours.In analogy to example 2 the reaction mixture was poured into ice water, yielding the tetrafluoroborate salt of compound II as a suspension which was cooled down to 10 C and filtrated. The filter cake was directly dissolved from the filter at room temperature using essentially pure acetonitrile without any additional solvent. The subsequent cyclization step was performed as described in example 2.

Statistics shows that 2,3-Dichlorobenzoyl cyanide is playing an increasingly important role. we look forward to future research findings about 77668-42-9.

Reference:
Patent; LONZA AG; WO2008/19798; (2008); A1;,
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Related Products of 13544-06-4, 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. 13544-06-4, name is 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 155 Methyl-[2-(6-trifluoromethyl-1H-indol-3-yl)-cyclopropylmethyl]-amine The commercially available (2-nitro-4-trifluoromethylphenyl) acetonitrile (14.0 g, 60.8 mmol) was dissolved in 9:1 EtOH:H2O (50 mL) and glacial acetic acid (1.4 mL). This mixture was hydrogenated over 10% Pd/C (5.0 g) at 50 psi for 16 h at room temperature. The reaction was filtered over celite and evaporated in vacuo. The residue was partitioned between saturated aqueous sodium carbonate and dichloromethane (2*200 mL) and the combined organic extract was dried over sodium sulfate, filtered, and concentrated in vacuo. The crude material was purified by silica gel column chromatography (hexanes/ethyl acetate, 20:1, 9:1, 5:1) to afford 12.9 g (65% yield) of 6-trifluoromethyl-1H-indole as a yellow solid: 1H NMR (400 MHz, CDCl3) 8.36, (1H, br s), 7.72 (2 H, m), 7.37 (2 H, m), 6.63 (1 H, m); MS m/e 184 (M-H)-. Anal calcd. for C9H6F3N: C, 58.38; H, 3.26; N, 7.56. Found: C, 58.30; H, 2.92; N, 7.49.

The synthetic route of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mattson, Ronald J.; Denhart, Derek John; Deskus, Jeffrey A.; Ditta, Jonathan L.; Marcin, Lawrence R.; Epperson, James R.; Catt, John D.; King, Dalton; Higgins, Mendi A.; US2003/73849; (2003); A1;,
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Adding a certain compound to certain chemical reactions, such as: 846023-24-3, name is 2-Cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide, belongs to nitriles-buliding-blocks 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 846023-24-3, Product Details of 846023-24-3

EXAMPLE 20 2-Cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(3-iodo-4-methoxyphenyl)amino]prop-2-enamide To a suspension of 2-cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide (5.00 g, 19.30 mol) in 400 mL of iso-propanol, under N2, was added 3-iodo-p-anisidine (5.80 g, 23.16 mmol). This mixture was heated to reflux to give a clear yellow solution. To this solution, triethylorthoformate (8.60 mL, 52.11 mmol) was added dropwise and the reaction mixture was heated at reflux overnight. An additional 10 mL of triethylorthoformate was added and the mixture was heated at reflux overnight. The mixture was allowed to cool to room temperature and the white solid was collected by filtration, washed with isopropanol, and dried overnight at ~40 C. under reduced pressure. Purification by suspension in hot ethyl acetate followed by addition of cold hexanes gave 8.50 g (85%) of 2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(3-iodo-4-methoxyphenyl)amino]prop-2-enamide as a yellow solid, mp 289-290 C.; MS (ES) m/z 516.7 (M-H)- Analysis for C18H14Cl2IN3O3; Calcd: C, 41.73; H, 2.72; N, 8.11. Found: C, 40.66; H, 2.94; N, 7.90.

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-Cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wyeth Holdings Corporation; US2005/43537; (2005); A1;,
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