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. 3100-67-2, name is 1-Amino-2-naphthonitrile, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 3100-67-2

After adding nitrogen to the dry reactor 1 L 6-a 50.0 g (297 mmol), 500 mL of dimethylformamide then put the N-bromo-succinimide 55.56 g (312 mmol) slowly to the reactor. And stirred at room temperature for 4 hours. After the reaction was terminated by dropwise addition of distilled water atroom temperature, filtered, the brown crystals were separated by column chromatography to give the 6-b 68 g. (Yield 93%)

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 3100-67-2.

Reference:
Patent; SFC Co.,Ltd; Yang, Byung Son; Lee, Say Jin; Lee, Bong Hyang; Oh, Hyun Ju; Yu, Jong Ho; Hwang, Mun Chan; (67 pag.)KR2015/130797; (2015); A;,
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These common heterocyclic compound, 1196074-43-7, name is 4-Amino-2-methoxy-5-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. COA of Formula: C8H7N3O3

A mixture of 4-amino-2-methoxy-5-nitrobenzonitrile (C-5) (5.4 g, 28 mmol, 1 ,0 eq) and tin (II) chloride (20 g, 100 mmol, 3.8 eq) in ethanol (100 ml) was heated at reflux for 3 hours. The reaction mixture was cooled, poured into water and made neutral with addition of aqueous saturated sodium bicarbonate solution. The aqueous layer was extracted with ethyl acetate (2 x 200 ml) and the combined organic extracts were dried over sodium sulfate and concentrated to yield 4,5~diamino-2-methoxybenzonitrile (C-6). ‘H NMR (400 MHz, DMSO); delta 6.62 (s, 1 H); 6.28 (s, 1 H); 5.58 (s, 2 H); 4.36 (s, 2 H); 3.70 (s, 3 H). LRMS m/z (M+H) 164.1 found, 164.1 required.

The synthetic route of 4-Amino-2-methoxy-5-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2009/140163; (2009); A1;,
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Electric Literature of 180976-09-4,Some common heterocyclic compound, 180976-09-4, name is tert-Butyl (cyanomethyl)(methyl)carbamate, molecular formula is C8H14N2O2, 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 cyanomethyl-methyl-carbamic acid tert-butyl ester (6.01 g, 35.3 mmol) and hydroxylamine (5.13 g, 77.6 mmol, 50percent solution in water) in ethanol (30 mL) was heated at reflux for 1 h. The reaction mixture was cooled to room temperature and concentrated in vacuo. The residue was azeotroped twice with ethanol, then once with isopropyl alcohol to afford a white solid. This was triturated with ether and collected by filtration, then dried under vacuum at room temperature to afford the title compound (5.27 g) as a white solid. A further crop could be obtained from the mother liquors by the same work-up procedure. Total yield 6.93 g (96percent). 1H NMR (CDCI3): 1.48 (S, 9 H), 2.87 (s, 3 H), 3.84 (s, 2 H), 4.73 (brs., 1 H), 5.09 (bra., 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (cyanomethyl)(methyl)carbamate, its application will become more common.

Reference:
Patent; ARGENTA DISCOVERY LIMITED; ASTRAZENECA AB; WO2008/23157; (2008); A1;,
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262298-02-2, name is 4-Methoxy-2-methylphenylacetonitrile, 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. Safety of 4-Methoxy-2-methylphenylacetonitrile

Under anhydrous conditions, (4-methoxy-2-methylphenyl)acetonitrile(25.0 kg, 155 moles, available commercially) and 68.3 kg of ethyl acetate were mixed to obtain a solution. The resulting solution was heated to 35 C and potassium ^-butoxide in THF (100 kg, 20 wt %, 178 moles) was added over a 30 to 60 minute period controlling the temperature at 35 C. Following the addition, the reaction mass was heated to 45 C and held for 60 minutes. At the end of the hold period, a sample was analyzed by HPLC. The reaction mixture was then cooled to 25 C and combined with 3 other batches for a total of 843 kg of solution.

The synthetic route of 262298-02-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB PHARMA COMPANY; WO2005/51954; (2005); A2;,
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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. 6476-32-0, name is 2-Phenoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 6476-32-0

To a solution of compound B2 (1.00 g, 5.12 mmol) in MeOH (30 mL) was added Raney-Ni (43.9 mg, 0.512 mmol) and NH3.H20 (3 mL), the reaction mixture was stirred under H2 balloon (15 psi) at l5C for 16 hours to give a black suspension. TLC showed the reaction was complete. The reaction mixture was filtered, the filtrate was concentrated under reduced pressure to remove MeOH. The residue was diluted with DCM (20 mL), dried over anhydrous Na2S04, filtered and concentrated under reduce pressure to give compound B3 (820 mg) as a yellow oil.

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 6476-32-0.

Reference:
Patent; QURIENT CO., LTD.; LEAD DISCOVERY CENTER GMBH; NAM, Kiyean; KIM, Jaeseung; JEON, Yeejin; YU, Donghoon; SEO, Mooyoung; PARK, Dongsik; EICKHOFF, Jan; ZISCHINSKY, Gunther; (217 pag.)WO2019/197549; (2019); 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. 24056-34-6, name is 4-Hydroxycyclohexanecarbonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

Into a 1-L 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 119.2 (10 g, 79.89 mmol, 3.00 equiv), FeCl3 (435 mg, 0.10 equiv). 119.3 (4.5 g, 26.76 mmol, 1.00 equiv) was added to the solution below 10 C. The resulting solution was stirred overnight at room temperature. The reaction was then quenched by the addition of 50 ml of water. The resulting solution was extracted with 2×500 mL of ethyl acetate and the organic layers combined and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:5). This resulted in 2 g (25%) of 119.4 as colorless oil.

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; Gilead Apollo, LLC; Ghosh, Shomir; Greenwood, Jeremy Robert; Harriman, Geraldine C.; Leit De Moradei, Silvana Marcel; (290 pag.)US2017/166584; (2017); A1;,
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Some common heterocyclic compound, 89942-45-0, name is 2-(Hydroxymethyl)benzonitrile, molecular formula is C8H7NO, 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 2-(Hydroxymethyl)benzonitrile

General procedure: A mixture of p-methylbenzyl alcohol (1.0 mmol), N-phenylglycine(0.0076 g, 0.05 mmol), CuBr2 (0.0112 g, 0.05 mmol),Na2CO3 (0.1060 g, 1.0 mmol), TEMPO (0.0078 g, 0.05 mmol),H2O (3.0 mL) were added to a 100 mL Schlenk tube, which wasvigorously stirred in air under reflux for 0.5 h. After the reaction,the product was extracted with CH2Cl2 (3 × 2.0 mL). Thecombined organic phase was washed with H2O (3.0 mL) anddried over anhydrous MgSO4. After concentration undervacuum, the residue was purified by column chromatography toafford p-methylbenzaldehyde.Isolated yield: 0.1080 g (90%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 89942-45-0, its application will become more common.

Reference:
Article; Zhang, Guofu; Lei, Jie; Han, Xingwang; Luan, Yuxin; Ding, Chengrong; Shan, Shang; Synlett; vol. 26; 6; (2015); p. 779 – 784;,
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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. 175596-01-7, name is Methyl 4-cyano-2-fluorobenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 175596-01-7

A mixture of methyl 4-cyano-2-fluorobenzoate (2) (1 .0 g, 5.6 mmol) and 50% (0607) aq. hydroxylamine (6.84 mL, 1 12 mmol) in EtOH (30 mL) was stirred at reflux for 18 h. The reaction mixture was cooled to RT, diluted with H20 (20 mL) and extracted with EtOAc (60 mL). The organic solution was washed with brine (100 mL), dried over MgS04, filtered and concentrated in vacuo to give methyl 2-fluoro-4-(//’- hydroxycarbamimidoyl) benzoate (3) (260 mg, 22%) as a 1 :1 mixture of methyl and ethyl esters that was progressed without purification: m/z 227, 213 [M+H]+ (ES+)

The synthetic route of 175596-01-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KING’S COLLEGE LONDON; BORTHWICK, Alan David; MILLS, Mark Trevor; BROWN, Jane Theresa; CORCORAN, Jonathan Patrick Thomas; DE CASTRO VASCONCELOS GONCALVES, Maria Beatriz; KALINDJIAN, Sarkis Barret; (161 pag.)WO2016/97004; (2016); A1;,
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Synthetic Route of 64113-86-6, The chemical industry reduces the impact on the environment during synthesis 64113-86-6, name is 5-Methyl-2-nitrobenzonitrile, I believe this compound will play a more active role in future production and life.

A reaction product as prepared in Step 2 (84 g, 0.52 mol) was added to a solution of 4-methoxycarbonylbenzaldehyde (77.4 g, 0.47 mol) in tetrahydrofuran, and the mixture was stirred for 30 minutes at ambient temperature. 1,1,3,3-tetramethylguanidine (60.8 mL, 0.48 mol) was dissolved in THF (600 mL) and charged. The resulting mixture was stirred with heating at reflux for 4.5 days. The reaction was cooled to 25 C., and a mixture of AcOH (84 mL) and water (600 mL) was added drop-wise while stirring. The precipitate was filtered off and mixed with acetone (500 mL). the resulting solid was filtered off, washed with acetone, and dried to yield a yellow solid product (77.1 g, 53% yield). The overall reaction is shown below.

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-Methyl-2-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chelsea Therapeutics, Inc.; US2009/253719; (2009); 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. 14346-13-5, name is 2,5-Diaminobenzonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C7H7N3

b. Diethyl N,N'(2-cyano-p-phenylene)dioxamate To a solution of 13.4 grams (0.112 mole) of 2,5-diaminobenzonitrile and 22.6 grams of triethylamine in 245 ml. of dimethylformamide, cooled to 5, is added, dropwise, 30.5 grams of ethyl oxalyl chloride. The temperature is kept below 8. The mixture is stirred in an ice bath for 2 hours and allowed to stand overnight. The precipitate is removed by filtration and the filtrate poured into 1500 ml. of water. The resulting precipitate is removed by filtration and recrystallized from ethanol. There is obtained 33.1 grams (89%) of cream needles melting at 140-141. Analysis Calcd. for: C15 H15 N3 O6: C, 54.05; H, 4.54; N, 12.61. Found: C, 54.39; H, 4.62; N, 12.80.

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; The Upjohn Company; US4067995; (1978); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts