Tag: M.W=100-200

Related Products of 38469-84-0, 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. 38469-84-0 name is 5-Methoxy-2-nitrobenzonitrile, 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.

Step 3 2-Amino-5-methoxybenzonitrile A 100 mL round bottom flask was charged with 5-methoxy-2-nitrobenzonitrile (1.7 g, 9.55 mmol), sodium dithionite (4.99 g, 29 mmol), water (15 mL) and EtOH (50 mL). The resulting mixture was heated at reflux for 1 h. Work-up: the reaction mixture was concentrated in vacuo to remove ethanol then extracted with EtOAc (50 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo, to afford 1.4 g (quantitative) of the product as yellow oil. It was used in the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Methoxy-2-nitrobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Kalypsys, Inc.; Alcon Research, Ltd; US2010/120741; (2010); A1;,
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Electric Literature of 5332-06-9, A common heterocyclic compound, 5332-06-9, name is 4-Bromobutanenitrile, molecular formula is C4H6BrN, 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.

Reference Example 34-(benzylamino)butanenitrileBenzylamine (5.02 mL, 46 mmol) and calcium carbonate (23.65 g, 171.12 mmol) dissolved in anhydrous acetonitrile (115 mL) were stirred for 10 minutes at room temperature. After adding 4-bromonitrile (4.78 mL, 48.3 mmol), reaction was carried out at 100 C. for 2 days. A target compound (6.69 g, 38.395 mmol, 83.5%) was yielded as liquid by separating the reaction mixture in the same manner as Reference Example 1.1H NMR (CDCl3, 300 MHz) delta 7.37-7.29 (m, 5H), 3.79 (s, 2H), 2.77 (t, J=6.6 Hz, 2H), 2.48 (t, J=7.1 Hz, 2H), 1.88-1.79 (m, 2H).

The synthetic route of 5332-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Korea Institute of Science and Technology; US2011/319619; (2011); A1;,
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Reference of 123-06-8, 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. 123-06-8, name is Ethoxymethylenemalononitrile, This compound has unique chemical properties. The synthetic route is as follows.

Example 5A8.7 g (53.5 mmol) of 4-fluorphenylhydrazine hydrochloride was suspended with 6.5 g (53.5 mmol) of ethoxymethylenemalononithle in 13 ml of ethanol, and 22.2 ml (160 mmol) of thethylamine were added. The reaction mixture was heated to 500C for 2 h. After cooling to room temperature the solvent was removed under reduced pressure. The remaining residue was treated with water (25 ml) and extracted three times with ethyl acetate. The organic layer was dried over sodium sulphate, filtered and the filtrate was concentrated under reduced pressure. The remaining residue was purified by preparative MPLC (SiO2, eluent CH2CI2). 5.0 g (46% of theory) of the product were obtained as an oil, that solidifies over night.LC-MS (Method 1 ): RT = 1.06 minMS (ESI pos): m/z = 203 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis Ethoxymethylenemalononitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/68617; (2009); A1;,
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Reference of 42872-83-3,Some common heterocyclic compound, 42872-83-3, name is 2-Bromo-5-methylbenzonitrile, molecular formula is C8H6BrN, 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 a mixture of 2-Bromobenzonitrile (183.4 mg, 1 mmol), benzaldehyde (210.5 mg, 2 mmol),CuCl2 (17.2 mg, 0.1 mmol), Cs2CO3 (652.2 mg, 2 mmol), and L-proline (23.2 mg, 0.2 mmol) in H2O(2 mL) was added 27% aqueous ammonia (1 mL) in a tube under air atmosphere. Then the tubewas sealed, and the mixture was stirred at 100 C for 12 h. Next, the tube was opened to air and themixture was stirred at 100 C for another 12 h. After being cooled to room temperature, the resultingmixture was quenched with NH4Cl solution and extracted with ethyl acetate. The combined organiclayer was washed with brine, and then dried over anhydrous Na2SO4. The solvent was evaporatedunder reduced pressure and the crude product was purified by chromatography on silica-gel to afford2-phenylquinazolin-4(3H)-one (4aa) in 75% isolated yield.

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

Reference:
Article; Liu, Zibin; Zeng, Li-Yan; Li, Chao; Yang, Fubiao; Qiu, Fensheng; Liu, Shuwen; Xi, Baomin; Molecules; vol. 23; 9; (2018);,
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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. 25808-30-4, name is 2-(Methylamino)acetonitrile hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 25808-30-4

In a vessel load: 120 g of nitrobenzene and 53.3 g of aluminium chloride making attention to the exothermic effect, then 21.2 g of methylaminoacetonitrile hydrochloride were added. Then 27.1 g of veratrole and 0.6 g of anisole were poured into the mixture. In a few minutes a homogeneous solution was obtained, then hydrochloric acid was bubbled through the solution vigorously for 6 hrs at a temperature of 25° C.The mixture was then poured into 320 ml of water under cooling. Then the organic layer was separated at 75° C. and the aqueous layer underwent to vacuum distillation (50 ml are distilled off) in order to remove the latest traces of solvent. The obtained aqueous layer was then treated with 4.9 g of decolorizing charcoal for 1 hr at 80° C. Then the charcoal was filtered off and the panel washed with 50 ml of water which were joined together with the mother liqueur.

According to the analysis of related databases, 25808-30-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALBANI, Davide; Arosio, Roberto; Merli, Valeriano; US2009/171110; (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. 198203-94-0, name is 2-Fluoro-3-methoxybenzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Fluoro-3-methoxybenzonitrile

2- fluoro-3-methoxybenzonitrile (500 mg, 3.31 mmol) was dissolved in methanol (40 mL). This solution was cooled to 0 C. Nickel (II) chloride hexahydrate (79 mg, 0.33 mmol) and di-tertbutyl dicarbonate (1.44g, 6.62mmol) were added followed by sodium borohydride (876 mg, 23.16 mmol) portionwise. The reaction mixture was stirred, allowed to warm to rt and stirred for 3 days. The MeOH was removed in vacuo. The residue was dissolved in CHCI3 (150 mL), washed with sat NaHC03 (aq) (50 mL), water (50mL), brine (50mL), dried (Na2S04) and evaporated in vacuo. The residue was purified by chromatography (silica), eluent 20% EtOAc / 80% Pet. Ether, to give a white solid identified as (2-fluoro-3-methoxybenzyl)-carbamic acid tert-butyl ester (540 mg, 0.2 mmol, 64% yield). [MH]+ = 255.8

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; KALVISTA PHARMACEUTICALS LIMITED; DAVIE, Rebecca Louise; EDWARDS, Hannah Joy; EVANS, David Michael; HODGSON, Simon Teanby; PETHEN, Stephen John; ROOKER, David Philip; (139 pag.)WO2017/207983; (2017); A1;,
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Synthetic Route of 628-20-6, The chemical industry reduces the impact on the environment during synthesis 628-20-6, name is 4-Chlorobutyronitrile, I believe this compound will play a more active role in future production and life.

General procedure: A solution of the corresponding precursor (4-chlorobutyronitrile for compounds 1, 5-chlorovaleronitrile for compounds 3 and 6-bromohexanenitrile for compounds 6) (2.5 mmol) in dimethylformamide (1 mL) was added during 1.5 h to a mixture of the arylamine (2.5 mmol), Cs2CO3(2.5 mmol) and KI (5 mmol) in dimethylformamide (2.5mL). 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 sulfate and filtered. The solvent was evaporated in vacuo. The crude product was purified by column chromatography (silica gel, hexane:DCM).

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

Reference:
Article; Diaz, Jimena E.; Mollo, Maria C.; Orelli, Liliana R.; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 2026 – 2031;,
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Related Products of 86770-80-1, 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. 86770-80-1 name is 3,3-Difluorocyclobutanecarbonitrile, 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.

Compound 10-3 (7.0g, 59.78mmol), NH3 ? H2O (7mL) and Raney nickel (7.0g, 100%/W) were dissolved in ethanol (70mL) and the mixture was stirred for 3 hours in H2 (50 psi) atmosphere at room temperature. Then the mixture was filtered, added 10mL of 4M hydrochloric acid methanol solution, and concentrated to give Compound 10-4 (5.5g, 58.4%) as a white solid

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,3-Difluorocyclobutanecarbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; KBP Biosciences Co., Ltd.; ZHANG, Hui; DONG, Yanyan; EP2738156; (2014); A1;,
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Electric Literature of 57381-51-8, 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. 57381-51-8, name is 4-Chloro-2-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

b 4-Chloro-2-{[3-(Methylamino)-1-Phenylpropyl]Thio]Benzonitrile Hydrochloride [3-(Acetylthio)-3-phenylpropyl]methylcarbamic acid 1,1-dimethylethyl ester (300 mg, 0.928 mmol) in ethanol (20 ml) was treated with sodium hydroxide in water (5 ml) followed by 4-chloro-2-fluorobenzonitrile (144 mg, 0.928 mmol) and the mixture stirred at room temperature under nitrogen overnight. The reaction mixture was heated under reflux for 0.5 h, cooled, poured into water and extracted with ethyl acetate which was washed with brine and dried over magnesium sulphate. The solvent was evaporated and the residue eluted down a flash chromatography column using ether/isohexane (3:7) as eluent to give 160 mg of the carbamate protected product as a colourless oil. This material was stirred with 4M hydrogen chloride in dioxan (6 ml) for 1.5 h, evaporated, triturated with ether to give the title compound (122 mg, 37%) as a colourless solid. MS APCI+vem/z317 ([M+H]+). 1H NMR 300 MHz (d6-DMSO) 8.76 (2H, brs), 7.83 (1H, d), 7.71 (1H, d), 7.48 (1H, d of d), 7.43-7.26 (5H, m), 4.96 (1H, t), 2.94 (1H, br m), 2.75 (1H, br m), 2.50 (3H, s), 2.28 (2H, m).

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

Reference:
Patent; Cheshire, David; Connolly, Stephen; Cox, David; Millichip, Ian; US2003/73685; (2003); A1;,
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Related Products of 19472-74-3, A common heterocyclic compound, 19472-74-3, name is 2-Bromophenylacetonitrile, molecular formula is C8H6BrN, 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.

Step 1. A mixture of commercially available 2-bromophenylacetonitrile (10 g, 51 mmol) and tetrabutylammonium hydrogen sulfate (1.77 g, 5.1 mmol) in 60 mL of THF and 90 mL of 50% aqueous NaOH solution is heated at reflux for 10 min. Thereafter N-benzyl-N,N-bis(2-chloroethyl)amine hydrochloride (15 g, 56.1 mmol) are added at r.t. and the mixture is refluxed overnight. Cooling to r.t. is followed by dilution with water (120 mL) and extraction with EtOAc (2 x 200 mL). The combined organic extracts are washed with brine (100mL), dried with MgS04, and concentrated in vacuo. The crude compound is crystallized in acetonitrile to give 1-benzyl-4-(2-bromophenyl)piperidine-4-carbonitrile (12.6 g, 69% yield) as white crystalline solid. 1H NMR (500 MHz, DMSO D6) <5: 7.75 (dd, Ji = 1.3 Hz, J2 = 7.9 Hz, 1 H), 7.55 (dd, Ji = 1.6 Hz, J2 = 8.1 Hz, 1 H), 7.48 (td, Ji = 1.3 Hz, J2 = 7.4 Hz, 1 H), 7.35-7.32 (m, 5 H), 7.30-7.25 (m, 1 H), 3.58 (s, 2 H), 3.01-2.98 (m, 1 H), 2.98-2.95 (m, 1 H), 2.54-2.52 (m, 2H), 2.43-2.39 (m, 2 H), 2.00 (td, Ji = 3.4 Hz, J2 = 12.8 Hz, 2 H). 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; IDORSIA PHARMACEUTICALS LTD; BOLLI, Martin; BROTSCHI, Christine; LESCOP, Cyrille; WILLIAMS, Jodi T.; (0 pag.)WO2019/234115; (2019); A1;,
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