Tag: M.W=100-200

Reference of 29509-06-6,Some common heterocyclic compound, 29509-06-6, name is 4-Methyl-3-oxopentanenitrile, molecular formula is C6H9NO, 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 4-methyl-3-oxo-pentanenitrile (Method 30; 0.42 g, 3. 78 mmol) and hydrazine monohydrate (0.183 ml, 3.78 mmol) inEtOH (20 ml) was heated to reflux for 1 hour, cooled, and then concentrated under reduced pressure. The resulted oil was dissolved with DCM, washed with brine, dried over anhydrousNa2S04, concentrated, and purification by column chromatography (EtOAc:MeOH = 20: 1) to the title compound as an orange solid (0.26 g,56%). 1H NMR (400 MHz,CDC13) 8 1.21-1. 23 (d, J= 7.0 Hz, 6 H), 2.82-2. 89 (q, 1 H), 5.42 (s, 1 H). MS: Calcd.: 125; Found:[M+H] + 126.

The synthetic route of 29509-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/49033; (2005); A1;,
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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. 628-20-6, name is 4-Chlorobutyronitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 4-Chlorobutyronitrile

A solution of 4-chlorobutyronitrile (2.5 mmol) in dimethylformamide (1 mL) was added during 1.5h to a mixture of the arylamine (2.5 mmol), Cs2CO3 (2.5 mmol) and KI (5 mmol) in dimethylformamide (4 mL). The mixture was stirred at the indicated temperature and time. After completion of the reaction, as indicated by TLC, the mixture was treated with ethyl ether (50 mL) and water (10 mL). The aqueous phase was separated and extracted with ethyl ether (30 mL). The combined organic layers were dried over anhydrous sodium sulphate and filtered. The solvent was evaporated in vacuo. The crude product was purified by column chromatography (Silica gel, hexane:DCM).

The synthetic route of 628-20-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Diaz, Jimena E.; Bisceglia, Juan A.; Mollo, Ma. Cruz; Orelli, Liliana R.; Tetrahedron Letters; vol. 52; 16; (2011); p. 1895 – 1897;,
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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. 57381-34-7, name is 5-Chloro-2-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Chloro-2-fluorobenzonitrile

To a stirred [0C] solution of 1,1, 1,3, 3, [3-HEXAMETHYLDISILAZANE] (63 mL, 0.3 mmol) in dry diethyl ether was added dropwise n-Butyl lithium (2M in hexanes, 119 mL, 0.3 [MMOL).] A white suspension formed, to which was added [2-FLUORO-5-CHLOROBENZONITRILE (21.] 0 g, 0.14 mmol) over 5 min. The resultant orange mixture was allowed to warm to r. t. and stirred for 2h. The mixture was cooled to 0C and the reaction quenched by the addition [OF 3M HCI] (aq. ) (240 mL). The mixture was stirred for [0.] 5h before water (600 mL) was added. The purple organic layer was discarded and the aqueous layer basified to pH 14 with satd. NaOH (aq. ). The aqueous layer was extracted with [CHC13] [(5X100] mL) and the organic extracts dried over [NA2SO4.] Evaporation yielded the desired product as a yellow solid (16.2g, 73% yield).

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 57381-34-7.

Reference:
Patent; SCIOS INC.; WO2004/24159; (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. 7357-70-2, name is 2-Cyanothioacetamide, A new synthetic method of this compound is introduced below., Quality Control of 2-Cyanothioacetamide

Example 1 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-4-[4-(2-hydroxyethoxy)phenyl]pyridine-3,5-dicarbonitrile (II) 5.334 kg (24.90 mol) of 2-[4-(2-hydroxyethoxy)benzylidene]malononitrile (XI) and 1.309 kg (13.07 mol) of 2-cyanothioacetamide (XII) were suspended in 27.4 kg (34.8 l) of methanol. The suspension was warmed to 40 C., and 3.779 kg (37.35 mol) of triethylamine were metered in at at most 40 C. The mixture was stirred at 40 C. for another 3 h and cooled to room temperature. 3.147 kg (12.45 mol) of 4-(chloromethyl)-2-(4-chlorophenyl)-1,3-thiazole (XIV) were added to the dark-brown solution, and the content of the tank was stirred at room temperature overnight. The suspension now present was cooled to 5 C., isolated by filtration and washed with 11.7 kg (14.85 l) of methanol in total. The moist product was dried at 50 C. in a vacuum drying cabinet. This gave 4862 g or 75.1% of theory of 2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-4-[4-(2-hydroxyethoxy)phenyl]pyridine-3,5-dicarbonitrile as a beige-greenish solid (content 95.5%, ESTD).

The synthetic route of 7357-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; MAIS, Franz-Josef; HEILMAN, Werner; OLENIK, Britta; KEIL, Birgit; BECKER, Guido; MEIBOM, Daniel; KUHLMANN, Thomas; (42 pag.)US2018/155336; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 455-18-5, name is 4-(Trifluoromethyl)benzonitrile, 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 455-18-5, Quality Control of 4-(Trifluoromethyl)benzonitrile

Take a 250 mL three-necked flask and add 100 mL of dry tert-amyl alcohol.Sodium (4.0 g, 100 mmol), 10 mg of ferric chloride, heated to 100 C,The mixture was heated and stirred under a nitrogen atmosphere for about 30 minutes, and the sodium particles were completely dissolved. Cool down to around 50 CThen, 4-trifluoromethylbenzonitrile, Compound 1-1 (11.8 g, 68.6 mmol) was added to the system, and the temperature was raised to 100 C. Diisopropyl succinate, Compound 2 (8 mL, 39.6 mmol), was diluted with 30 mL of tert-amyl alcohol, and the mixture was slowly dropped (2-3 h) into a three-necked flask using a constant pressure dropping funnel. After the addition was completed, the reaction was continued for 3 hours.After the reaction is completed, the reaction mixture is poured into a clean 500 mL beaker and naturally cooled to room temperature. Slowly add glacial acetic acid to the beaker to adjust the pH to neutrality.Out. Filter through a Buchner funnel and wash the filter cake with methanol and water until the filtrate is colorless and transparent.After drying the filter cake, a brick red solid powder, Compound 3-1, is obtained.The yield was 81%.

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-(Trifluoromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; East China University of Science and Technology; Wang Limin; Yang Qingying; Xu Jie; Li Jun; Han Jianwei; Tian He; (18 pag.)CN109897045; (2019); A;,
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Synthetic Route of 1897-52-5, 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. 1897-52-5, name is 2,6-Difluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 1 2-Amino-6-fluoro-benzonitrile 50 parts of 2,6-difluorobenzonitrile and 40 parts by volume of ammonia are stirred for 10 hours at 100 C. in a closed vessel. The reaction mixture is taken up in methylene chloride, the solid is filtered off, the organic phase is extracted three times by shaking with water and is dried over sodium sulfate, the solvent is stripped off and the residue is dried under reduced pressure. 48 parts (98.1% of theory) of 2-amino-6-fluoro-benzonitrile, of solidification point 125-128 C., are obtained.

The synthetic route of 2,6-Difluorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF Aktiengesellschaft; US4359428; (1982); A;,
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Electric Literature of 64248-64-2,Some common heterocyclic compound, 64248-64-2, name is 2,5-Difluorobenzonitrile, molecular formula is C7H3F2N, 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 stirred solution of NaH (2.58 g, 60% in mineral oil, 64.74 mmol) in DMSO (30 mL) ethyl cyanoacetate (7.3 g, 64.7 mmol) was added slowly at 0 C and stirred at the same temperature for 20 min. Then 2,5-difluoro benzonitrile (3 g, 21 .5 mmol) in DMSO (10 mL) was added. The mixture was heated at 95 C overnight then water (20 mL) was added and the solution was heated to 1 20 for 1 2 h. Completion of the reaction was monitored by LCMS. 0.1 N HCI (30 mL) was added to the reaction mixture at 0C, after stirring 10 min the solid was filtered and washed with water and petroleum ether. The crude was purified by flash chromatography (24% EtOAc in petroleum ether) to give the title compound (1 .8 g, 53.0%) as an off-white solid. LCMS m/z: 159.2 (M-1 ). 1 HNMR (DMSO d6): delta ppm 4.2 (s, 2H), 7.64- 7.73 (m, 2H), 7.96 (dd, J = 8.5, 2.5 Hz, 1 H).

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

Reference:
Patent; AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.P.A.; OMBRATO, Rosella; GAROFALO, Barbara; MANGANO, Giorgina; CAPEZZONE DE JOANNON, Alessandra; CORSO, Gaia; CAVARISCHIA, Claudia; FURLOTTI, Guido; IACOANGELI, Tommaso; (161 pag.)WO2016/96686; (2016); A1;,
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3441-01-8, name is 3-Cyanobenzamide, 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. category: nitriles-buliding-blocks

To a vial were added methyl l-(4-bromophenyl)-3- hydroxycyclobutanecarboxylate (335.8 mg, 1.178 mmol), 3-cyanobenzamide (258 mg, 1.77 mmol), copper(I) iodide (40.4 mg, 0.212 mmol), (lS,2S)-Nl,N2-dimethylcyclohexane-l,2- diamine (80 mg, 0.56 mmol), K2CO3 (331 mg, 2.39 mmol) and dioxane (6 mL). The mixture was evacuated and backfilled with N2 for 4 times, then heated at 120 °C for 17 h. The mixture was diluted with water and EtOAc. After extraction, the combined organic layers were washed with brine, dried over Na2S04i filtered and concentrated in vacuo to afford a residue, which was purified by column chromatography on silica gel (EtOAc in hexane : 0-100percent gradient) to afford the title compound. MS (EI) m/z 373 [M+Na]+.

The synthetic route of 3441-01-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ZHOU, Hua; ACHAB, Abdelghani; FRADERA, Xavier; HAN, Yongxin; LI, Derun; MCGOWAN, Meredeth, A.; SCIAMMETTA, Nunzio; SLOMAN, David, L.; YU, Wensheng; (98 pag.)WO2019/27855; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1558-81-2, name is Ethyl 1-Cyano-1-cyclopropanecarboxylate, 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 1558-81-2, COA of Formula: C7H9NO2

To a mixture of ethyl 1-cyanocyclopropanecarboxylate (35.9mmol, 5g), dimethoxyethane (10OmL) and methanol (1OmL) was added sodium borohydride (287mmol, 10.87g) slowly and the mixture stirred at room temperature for 18 hours. The solution was diluted with saturated sodium hydrogen carbonate slowly and then extracted with 10% methanol / dichloromethane (x3). The organic layers were combined, dried over sodium sulphate and concentrated under vacuum to give the intermediate 1-(hydroxymethyl)cyclopropanecarbonitrile (2.36g). 1 H NMR (CDCI3, 400 MHz): delta 0.99 (2H, m), 1.28 (2H, m), 2.5 (1 H, br s), 3.62 (2H, s)

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, Ethyl 1-Cyano-1-cyclopropanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N.V. ORGANON; WO2009/24550; (2009); A1;,
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These common heterocyclic compound, 64113-85-5, name is 4-Methyl-[1,1′-biphenyl]-2-carbonitrile, 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. Product Details of 64113-85-5

General procedure: The heterocyclic derivative (0.99 mmol) and 5 mL THF is cooled to -78 oC, n-BuLi solution ( 0.5, mL, 1.2 eq) is added, the mixture is stirred 1 hr, after which 2-cyano-4-methyhlbiphenyl (192 mg, 0.99 mmol, dissolved in 5 mL THF) is added dropwise, The solution is then stirred 1 hr at -78 oC, then allowed to warm to room temperature and stirred for 6 hr. After this, 10 mL of 6M HCl is added and the mixture is stirred overnight. The solution is then basified with 10M NaOH and the products are partitioned between ether and water. The aqueous layer is further extracted (2x with ether) and the combined extracts are washed with brine, dried over anhydrous sodium sulfate, and filtered. The solvent is then removed under reduced pressure and the crude mixture is purified by column chromatography (1:1, hexanes: ethyl acetate).

The synthetic route of 4-Methyl-[1,1′-biphenyl]-2-carbonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Stentzel, Michael R.; Klumpp, Douglas A.; Tetrahedron Letters; vol. 60; 25; (2019); p. 1675 – 1677;,
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