Tag: M.W=100-200

Electric Literature of 7357-70-2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 7357-70-2 as follows.

To a suspension of 3-(1,2-dimethyl-1H-imidazol-5-yl)-1-(thiazol-2- yl)prop-2-en-1-one (0.31 mmol, 72 mg) and 2-cyanothioacetamide (0.93 mmol, 93 mg, 3.0 equiv.) in EtOH (1.5 mL) 3 drops of piperidine were added. After being stirred at 80 oC for 2 h, EtOH was evaporated and crude product was redissolved in 2 mL of CH3CN. Butyl(chloromethyl)sulfane (0.62 mmol, 85.5 mg, 20 equiv.) and Et3N (0.93 mmol, 94.1 mg, 130 muL) were then added and the reaction mixture was stirred at 80oC for 20 min. Once complete, the reaction was diluted with EtOAc and water. The organic phase was separated and aqueous layer was extracted twice with EtOAc. The combined extractions were washed with saturated NaCl solution, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography to give 99 mg of designed product (77%).1H NMR (400 MHz, CDCl3) delta 7.96 (d, J = 3.1 Hz, 1H), 7.85 (s, 1H), 7.56 (d, J = 3.1 Hz, 1H), 7.37 (s, 1H), 4.49 (s, 2H), 3.60 (s, 3H), 2.72 (t, J = 7.4 Hz, 2H), 2.48 (s, 3H), 1.62 (p, J = 7.3 Hz, 2H), 1.40 (h, J = 7.3 Hz, 2H), 0.90 (t, J = 7.3 Hz, 3H). ESI- MS (m/z): 416.6 [M+H]+

According to the analysis of related databases, 7357-70-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CASE WESTERN RESERVE UNIVERSITY; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; MARKOWITZ, Sanford; ANTCZAK, Monika; READY, Joseph; ZHANG, Youngyou; (332 pag.)WO2018/218251; (2018); A1;,
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Related Products of 874-89-5, A common heterocyclic compound, 874-89-5, name is 4-(Hydroxymethyl)benzonitrile, molecular formula is C8H7NO, 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: Intermediates 6a-g (shown below) were synthesized from 5a-g using the following general procedure (labeled as ?a? on FIG. 1). To a round-bottom flask equipped with a stir bar was added 5a-g (1.0 eq), hydroxylamine hydrochloride (2.0 eq), NaHCO3 (4.0 eq), and methanol (5.0 mL/mmol). The reaction was refluxed and stirred in a pre-heated 75 C. oil-bath for 6 h. The reaction mixture was cooled to room temperature, and the precipitate was filtered off and washed with methanol. The filtrate was concentrated in vacuo without further purification. Example 8 Synthesis of 41 (E)-N?-hydroxy-4-(hydroxymethyl)benzimidamide (6a) (0154) The synthesis follows the general procedure described in Example 7. Yield: 70%, MP: 217-219 C. 1H NMR (400 MHz, DMSO-d6) delta =7.88-7.78 (m, 4H), 5.93 (s, 2H).

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; Washington University; Tu, Zhude; Rosenberg, Adam; Liu, Hui; Han, Junbin; US2019/2450; (2019); A1;,
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Reference of 7048-38-6,Some common heterocyclic compound, 7048-38-6, name is (5-Chloro-2-methoxyphenyl)acetonitrile, molecular formula is C9H8ClNO, 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 an ice-cooled and stirred mixture of 1 -azido-2,4-dichloro-benzene (0.9 g, 1 eq) and commercial (5-chloro-2-methoxy-phenyl)-acetonitrile (1 .04 g, 1 .2 eq) in ethanol (10 ml) kept under nitrogen, a solution of sodium methoxide (0.388 g, 1 .5 eq) in ethanol (10 ml) is added drop-wise (20 min). After the addition, the reaction mixture is allowed to reach room temperature spontaneously and stirring is then continued overnight at room temperature. The resulting reaction mixture is diluted with ethyl acetate (40 ml), washed with water (2 x 50 ml), dried over MgSO4 and evaporated to dryness. The yellow solid residue (0.820 g) is purified by crystallization from a mixture of dichloromethane and hexane (1 : 1 ), to afford the title compound as white solid (0.480 g, 28percent yield). M.p. 153.5-154.7°C.

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

Reference:
Patent; NeuroSearch A/S; WO2009/19278; (2009); 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. 120351-94-2, name is 3-(2-Aminoethoxy)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 3-(2-Aminoethoxy)benzonitrile

Step 1 Synthesis of N-[2-(3-cyanophenoxy)ethyl]bromoacetamide: 1.50 g (9.26 mmol) of 3-(2-aminoethoxy)benzonitrile and 1.77 ml (10.2 mmol) of diisopropylethylamine were dissolved in 15 ml of tetrahydrofuran. A solution of 0.92 ml (11.1 mmol) of bromoacetyl chloride in 5 ml of tetrahydrofuran was added to the obtained solution at 0C, and they were stirred for 8 hours. The solvent was evaporated, and the residue was purified by the silica gel column chromatography to obtain the title compound: Yield: 2.18 g (7.73 mmol) (83 %) MS (ESI, m/z) 305 (M+Na+) H-NMR (CDCl3) delta 3.76(2H, dt), 3.98 (2H, d), 4.08(2H, t), 7.14 (1H, dd),7.16 (1H, s), 7.28 (1H, dd), 7.39 (1H, td)

The synthetic route of 120351-94-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ajinomoto Co., Inc.; EP976722; (2000); 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. 59997-51-2, name is 4,4-Dimethyl-3-oxopentanenitrile, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H11NO

A mixture of 4-methoxyphenylhydrazine hydrochloride (3.5 g), 4,4-dimethyl-3-oxopentanenitrile (2.5 g), EtOH (30 mL), and AcOH (1 mL) was heated at the reflux temperature for 3 h, cooled to room temp., and poured into a mixture of Et2O (100 mL) and a 10% Na2CO3 solution (100 mL). The organic layer was washed with a saturated NaCl solution, dried (MgSO4) and concentrated under reduced pressure. The solid residue was washed with pentane to afford the desired pyrazole as a pale brown solid. (4.25g): 1H-NMR (DMSO-d6) delta 1.18 (s, 9H); 3.78 (s, 3H); 5.02 (br s, 2H); 5.34 (s, 1H); 6.99 (d, J=8 Hz, 2H); 7.42 (d, J=8 Hz, 2H).

According to the analysis of related databases, 59997-51-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Pharmaceuticals Corp.; EP1043995; (2006); B1;,
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Electric Literature of 3759-28-2, The chemical industry reduces the impact on the environment during synthesis 3759-28-2, name is 2-(Cyanomethyl)benzonitrile, I believe this compound will play a more active role in future production and life.

General procedure: A solution of homophthalonitrile(129 mg, 0.820 mmol) in i-PrOH (2 ml) wastreated with salicylaldehyde (1.640 mmol) and NH4OAc(143 mg, 1.640 mmol). The mixture was placed into amicrowave reactor and heated at 150C for 10 min. Thenthe mixture was treated with pyrrole (1.640 mmol) and Et3N (0.114 ml, 0.820 mmol) and heated again in themicrowave reactor at 150C for 10 min. The solvent was distilled under reduced pressure. The solid was purified by chromatography on silica gel, eluent EtOAc-hexane,gradient from 1:4 to 1:1.

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

Reference:
Article; Festa, Alexey A.; Sorokina, Elena A.; Storozhenko, Olga A.; Varlamov, Alexey V.; Voskressensky, Leonid G.; Yue, Xiaoyi; Chemistry of Heterocyclic Compounds; vol. 56; 4; (2020); p. 495 – 498; Khim. Geterotsikl. Soedin.; vol. 56; 4; (2020); p. 495 – 498,4;,
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Electric Literature of 5922-60-1, The chemical industry reduces the impact on the environment during synthesis 5922-60-1, name is 2-Amino-5-chlorobenzonitrile, I believe this compound will play a more active role in future production and life.

General procedure: Under a N2 atmosphere, a Schlenk tube was charged with 2-aminobenzonitrile 1 (0.3 mmol),sodium arylsulfinate 2 (0.6 mmol), Pd(OAc)2 (10 mol percent), bpy (20 mol percent), p-NBSA (10 equiv), THF (2 mL), and H2O (1 mL) at room temperature. The reaction mixture was stirred vigorously at 80 °C for 48 h. The mixture was poured into ethyl acetate, which was washed with saturated NaHCO3 (2 × 10 mL) and then brine (1 × 10 mL). After the aqueous layer was extracted with ethyl acetate, the combined organic layers were dried over anhydrous MgSO4 and evaporated under reduced pressure. The residue was purified by flash column chromatography (hexane/ethyl acetate) to afford the desired products 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, 2-Amino-5-chlorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chen, Jiuxi; Li, Jianjun; Su, Weike; Molecules; vol. 19; 5; (2014); p. 6439 – 6449;,
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Electric Literature of 3288-99-1, A common heterocyclic compound, 3288-99-1, name is 2-(4-(tert-Butyl)phenyl)acetonitrile, molecular formula is C12H15N, 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.

(RS)-2-(4-tert-butylphenyl)-2-cyanoacetic acid methyl ester at room temperature, To a solution of 4-tert-butylbenzeneacetonitrile (0.1mol) Tetrahydrofuran (150 mL) and sodium hydride (0.12 mol) in a mixed solution, Dimethyl carbonate (0.15 mol) was added dropwise, After the drop, Heated to reflux reaction 3 ~ 6hr. After cooling, the reaction mixture was poured into ice water, With 20% hydrochloric acid solution to adjust its pH to 6 ~ 7, Ethyl acetate, dried over anhydrous sodium sulfate, decompressed under reduced pressure, Take the oily title compound 19.2 g.

The synthetic route of 3288-99-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hunan research institute of chemical industry company; Wang, XiaoGuang; Liu, AiPing; Liu, XingPing; Gao, deliang; Bai, JianJun; Luo, LiangMing; Huang, Lu; He, Liying; Zhou, Bo; Cheng, LiJun; (15 pag.)CN105777580; (2016); A;,
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Synthetic Route of 42872-74-2, The chemical industry reduces the impact on the environment during synthesis 42872-74-2, name is 3-Bromo-4-methylbenzonitrile, I believe this compound will play a more active role in future production and life.

Heat a mixture of 3-bromo-4-methylbenzonitrile (25.0 g, 127.5 mmol, 1.0 equiv) and n-bromosuccinimide (NBS) (5.53 g, 306.1 mmol, 2.4 equiv) in carbon tetrachloride (200 mL) to 95 C. for two days. Cool the resulting suspension, and remove the solids by filtration. Concentrate the filtrate under reduced pressure, and purify the resulting crude material by chromatography on silica gel eluting with a gradient of 2-5% THF/hexanes to furnish the title compound (37.09 g, 82% yield). 1H NMR (400 MHz, CDCl3) delta 8.10 (d, 1H, J=8.2 Hz), 7.79 (d, 1H, J=1.3 Hz), 7.67 (dd, 1H, J=8.2, 1.3 Hz), 6.99 (s, 1H).

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

Reference:
Patent; ELI LILLY AND COMPANY; US2012/302608; (2012); 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. 39581-21-0, name is N-Butyl-2-cyano-acetamide, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 39581-21-0

Exemplary Synthesis 9 Method of Synthesizing Exemplary Compound 9 (0236) (0237) Intermediate 3 (5.0 g), N-butyl-2-cianoacetamide (2.1 g), triethylamine (1.3 g) and acetonitrile (50 ml) were placed in a flask, and the content was stirred at 50 C. for 5 hours. Acetonitrile was removed, the residue was purified by column chromatography, and the eluate was recrystallized from ethanol to obtain a target product. The crystal was dried at 50 C. under air flow, to obtain 1.4 g of Exemplary Compound 9. (0238) lambdamax=369 nm (AcOEt) (0239) 1H-NMR (CDCl3) delta: 8.30 (d, 1H), 5.96 (s, 1H), 4.84 (d, 2H), 4.18 (s, 2H), 3.32 (q, 2H), 2.83 (s, 3H), 1.51 (m, 2H), 1.36 (m, 2H), 1.33 (s, 6H), 0.92 (t, 3H)

According to the analysis of related databases, 39581-21-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FUJIFILM CORPORATION; NORIZUKI, Yutaro; WATANABE, Yukie; TAKAHASHI, Kazutaka; (21 pag.)US2016/16919; (2016); A1;,
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