Tag: M.W=100-200

Synthetic Route of 63069-50-1, 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. 63069-50-1, name is 4-Amino-3-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of 4-amino-3-fluorobenzonitrile (147 mmol), 12(147 mmol) and Ag2504 (147 mmol) in EtOH (700 mE) wasstirred at room temperature for 1 .5 h. The mixture was filtered and concentrated. The residue was dissolved in EtOAc and washed (sat. Na25203x3). The organic layer was dried (Na2504) and concentrated. The residue was purifiedby flash colunm chromatography (SiO2, 95:5 to 70:30 cyclohexane/EtOAc) to yield the desired product.

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-Amino-3-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GALAPAGOS NV; Menet, Christel Jeanne Marie; Mammoliti, Oscar; Blanc, Javier; Orsulic, Mislav; Roscic, Maja; (81 pag.)US9440929; (2016); B2;,
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Reference of 38803-30-4, 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. 38803-30-4, name is 3-(Dimethylamino)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3-N,N-Dimethylaminobenzenecarboximidic acid, ethyl ester monohydrochloride Dry hydrogen chloride gas was bubbled into a solution of 3-N,N-dimethylaminobenzonitrile (5.776 g, 0.4 mol) in dry ethanol (50 mL) for 10-15 min at which time the product precipitated out of solution. Further addition of hydrogen chloride gave a homogeneous solution which was stirred overnight. The solvent as evaporated and the residue triturated with diethyl ether, filtered and dried under vacuum to give the title compound (8.786 g, 97%) m.p. 227-229 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, 3-(Dimethylamino)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Peter MacCallum Cancer Institute; US6548505; (2003); B1;,
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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. 34667-88-4, name is 2-Fluoro-4-nitrobenzonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

A solution of 66 6 (10.0g, 60.24mmol) in 69 methanol (100mL) was hydrogenated with 10percent 70 Pd/C (1.0g) under hydrogen atmosphere at room temperature for 12h. After filtration, the filtrate was evaporated to give the corresponding product. It was obtained as a gray 16 solid in 88percent yield. 7 was ready for the next step without the further purification. HRMS (ESI): m/z, calculated for C7H5FN2 137.0487 (M+H)+, found 137.0452.

The synthetic route of 34667-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Xi; Ge, Raoling; Li, Lei; Wang, Jubo; Lu, Xiaoyu; Xue, Siqi; Chen, Xijing; Li, Zhiyu; Bian, Jinlei; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 1325 – 1344;,
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These common heterocyclic compound, 89001-53-6, name is 2-Methyl-4-nitrobenzonitrile, 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. Formula: C8H6N2O2

A degassed solution of 2-methyl-4-nitrobenzonitrile (10 g, 61.7 mmol), N- bromosuccinimide (13.2 g (74.17 mmol, 1.2 eq.) and azobisisobutyronitrile (AIBN) (2.0 g, 12.18 mmol, 0.2 eq) in 300 ml CCI4 was heated at reflux for 3 days. After solvent was evaporated the residue was taken in ethyl acetate and washed 2x with aq. NaHCO3 , aq. Na2S2theta3, brine, dried over MgSO4, filtered, concentrated and purified chromatography using 15% ethyl acetate in hexane to provide 1 1.7 g of 2-bromomethyl-4-nitrobenzonitrile.

The synthetic route of 2-Methyl-4-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; CHELLIAH, Mariappan, V.; CHACKALAMANNIL, Samuel; GREENLEE, William, J.; EAGEN, Keith, A.; GUO, Zhuyan; CLASBY, Martin, C.; XIA, Yan; JAYNE, Charles, L.; DWYER, Michael; KEERTIKAR, Kartik, M.; CHAN, Tin-Yau; WANG, Li; WO2011/17296; (2011); A1;,
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Synthetic Route of 13531-48-1, These common heterocyclic compound, 13531-48-1, name is Methyl 3-cyanobenzoate, 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 3-Cyanobenzoic acid methyl ester (5Og, 310 mmol) in ethanol(500 mL) was added 50% aqueous hydroxylamine (41 mL, 620 mmol) at room temperature. The reaction mixture was stirred for 1 h at 100 0C and the solvents were removed under reduced pressure. The oily residue was dissolved in 20/80 ethanol/toluene (50 mL x 2) and then concentrated again. The desired ester (6 Ig, quan. yield) was obtained as a white powder with 98% purity (LC/UV). 1H-NMR (CDCl3) delta 9.76 (IH), 8.24 (IH), 7.82 (2H), 7.51 (IH), 5.92 (2H), 3.82 (3H).

The synthetic route of 13531-48-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PTC THERAPEUTICS, INC.; WO2008/45566; (2008); A1;,
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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. 19924-43-7, name is 2-(3-Methoxyphenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H9NO

In a 10 mL single-neck round bottom flask under argon protection,A suspension of sodium dispersion in toluene (28.7% by weight, 5.00 mmol) was added followed by anhydrous tetrahydrofuran (1.0 mL),Dibenzo-18-crown-6 (5.00 mmol) was added at 0 C and stirred vigorously for 5 min. A solution of 1e (73.6 mg, 0.5 mmol) in anhydrous tetrahydrofuran (2.0 mL) was added, and the mixture was stirred vigorously at 0 C for 20 minutes. Then n-PrOH (5.00 mmol) was added. The reaction mixture was stirred vigorously at 0 C for 1 hour, and the reaction was quenched with a saturated aqueous sodium bicarbonate solution (2.0 mL). Anhydrous ether was added and the mixture was extracted with saturated sodium chloride solution. The organic phase was dried, concentrated, and separated by column chromatography to obtain 47.7 mg of the target compound 2e in a yield of 78%.

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 19924-43-7.

Reference:
Patent; China Agricultural University; An Jie; Luo Shihui; Ding Yuxuan; (13 pag.)CN110734414; (2020); A;,
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Adding a certain compound to certain chemical reactions, such as: 19472-74-3, name is 2-Bromophenylacetonitrile, 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 19472-74-3, Application In Synthesis of 2-Bromophenylacetonitrile

Step 1. Paraformaldehyde (2.17 ml, 14.8 mmol) and K2CO3 (1.37 g, 9.9 mmol) are added to a solution of commercially available 2-bromophenylacetonitrile (1.32 mL, 9.9 mmol) in DMF (60 mL). The reaction is stirred at 80C for 1 night. After cooling to r.t., water (100 mL) is added and the aqueous layer is extracted with EtOAc (150 mL, 50 mL). The combined organic extracts are washed with brine, dried over MgSC>4, filtered and evaporated. The crude compound is purified by prep. HPLC (Prep-HPLC-3 conditions) to give 2-(2- bromophenyl)acrylonitrile ( 561 mg, 27% yield) as an orange oil. 1H NMR (400 MHz, DMSO) <5: 7.77-7.74 (m, 1 H), 7.53-7.48 (m, 2 H), 7.42 (ddd, J1 = 2.9 Hz, J2 = 6.3 Hz, J3 = 8.0 Hz, 1 H), 6.61 (s, 1 H), 6.36 (s, 1 H). 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:
Patent; IDORSIA PHARMACEUTICALS LTD; BOLLI, Martin; BROTSCHI, Christine; LESCOP, Cyrille; WILLIAMS, Jodi T.; (0 pag.)WO2019/234115; (2019); A1;,
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Application of 453565-55-4, The chemical industry reduces the impact on the environment during synthesis 453565-55-4, name is 5-Fluoroisophthalonitrile, I believe this compound will play a more active role in future production and life.

3.00 g (9.03 mmol) of 3,3′-9H-biscarbazole and 4.98 g (36.0 mmol) of potassium carbonate were placed in a 200 ml three-necked flask, and the flask was purged with nitrogen. N, N-Dimethylformamide (78.0 ml) was added to the mixture, and the mixture was stirred at room temperature for 2 hours under a nitrogen stream. After adding 2.93 g (18.0 mmol) of 5-fluoroisophthalonitrile into this mixture, the mixture was stirred at 70 C for 20 hours under a nitrogen atmosphere. After the stirring, the solvent in the mixture was removed by distillation under reduced pressure. After removal, 100 ml of chloroform and 50 ml of water were added to this mixture and stirred. After stirring, the mixture was subjected to suction filtration to obtain a filtrate. The obtained aqueous layer of the filtrate and the organic layer were separated, and the organic layer was washed with water. After washing, magnesium sulfate was added to the organic layer and dried. After drying, the mixture was subjected to suction filtration to obtain a filtrate. The obtained filtrate was concentrated and purified by silica gel column chromatography. As the developing solvent, a mixed solvent of chloroform: ethyl acetate = 10: 1 was used first. The resulting fraction was concentrated, and the resulting solid was recrystallized from a mixed solvent of chloroform and methanol to obtain 0.700 g of a pale orange powdery solid as a target product in a yield of 13.3%.

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-Fluoroisophthalonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KokuritsuDaigakuHojinKyushuDaigaku; Nippon Steel & Sumikin Kagaku Corporation; Li, Bo; Orita, Akihiro; Miyazaki, Hiroshi; Ohterra, Junjo; Nomura, Hiroko; Adachi, Jihaya; (38 pag.)KR2016/34335; (2016); A;,
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Synthetic Route of 159847-81-1, 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. 159847-81-1, name is Methyl 2-amino-5-cyanobenzoate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Methyl 2,4-dichloro-6-cyanoquinoline-3-carboxylate, 13 [00167] To a solution of methyl 2-amino-5-cyanobenzoate (5.68 mmol) in DCM (lOmL) was added triethyamine (8.52 mmol) followed by methyl 3-chloro-3-oxopropionate (7.38 mmol). The resulting reaction mixture was stirred at ambient temperature overnight. The reaction mixture was partitioned between EtOAc and 1M HCl and the layers then separated. The organic layer washed sequentially with saturated aqueous NaHC03 followed by brine. The organic layer was dried over Na2S04, filtered, and concentrated in vacuo. The resulting residue was carried on without further purification. [00168] The residue from above was treated with 0.5M NaOMe in MeOH (6.83 mmol). The heterogenous mixture was stirred at ambient temperature for 30 min. Diethyl ether was then added to the reaction mixture and the solid was collected via vacuum filtration, washing with ether. The obtained solid was carried on without further purification. [00169] To a flask containing the solid from above cooled to 0 C was added POCI3 (15 mL). The mixture became warm and bubbled. The resulting reaction mixture was heated to 90C for 3 h. Cooled the dark reaction mixture to ambient temperature and poured it very slowly into stirring saturated aqueous NaHC03 cooled to 0 C. Solid NaHC03 was then added until the solution was basic. The aqueous solution was extracted with EtOAc (3x). The combined organic layers were dried over Na2S04, filtered, and concentrated in vacuo. The obtained residue was purified via flash column chromatography, eluting with 9: l/hexanes:EtOAc, to yield the intermediate 13 (29% over 3 steps). M S ESI (tn/z) 281 Cvl Pi } . FontWeight=”Bold” FontSize=”10″ B NMR (300 MHz, CDCK) delta 8.63 (d, I B, J l .K Hz), 8.16 (d, 1H, J=8.4 Hz), 8.00 (dd, 1H, J=L8, J2=SA Hz), 4.08 (s, 3H); 13C NMR (CDCI3, 75MHz) 6 163.4, 148.9, 148.1 , 141 .8, 133.3, 1 30.8, 130.6, 128.8, 124.3, 1 1 7.7, 1 12.8, 54.1 .

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, Methyl 2-amino-5-cyanobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; LANDRY, Donald, W.; DENG, Shixian; FIORITO, Jole; ARANCIO, Ottavio; WASMUTH, Andrew; WO2015/9930; (2015); A2;,
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623-00-7, name is 4-Bromobenzonitrile, 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. Application In Synthesis of 4-Bromobenzonitrile

Example 1 4-Bromo-3-nitrobenzonitrile To a solution of 4-bromobenzonitrile (4.0 g, 22 mmol) in conc. H2SO4 (10 mL) was added dropwise at 0 C. nitric acid (6 mL). The reaction mixture was stirred at 0 C. for 30 min, and then at room temperature for 2.5 h. The resulting solution was poured into ice-water. The white precipitate was collected via filtration and washed with water until the washings were neutral. The solid was recrystallized from an ethanol/water mixture (1:1, 20 mL) twice to afford 4-bromo-3-nitrobenzonitrile as a white crystalline solid (2.8 g, 56%). 1H NMR (300 MHz, DMSO-d6) delta 8.54 (s, 1H), 8.06 (d, J=8.4 Hz, 1H), 7.99 (d, J=8.4 Hz, 1H); 13C NMR (75 MHz, DMSO-d6) delta 150.4, 137.4, 136.6, 129.6, 119.6, 117.0, 112.6; HPLC ret. time 1.96 min, 10-100% CH3CN, 5 min gradient; ESI-MS 227.1 m/z (MH+).

The synthetic route of 623-00-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Vertex Pharmaceuticals Incorported; US2011/98311; (2011); A1;,
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