Tag: M.W=100-200

Synthetic Route of 53312-81-5, These common heterocyclic compound, 53312-81-5, name is 5-Amino-2-fluorobenzonitrile, 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.

A solution of (R)-tert-butyl [1-(2-chloro-6-propylpyrimidin-4-yl)piperidin-3-yl](methyl)carbamate (50 mg, 0.14 mmol) prepared in Preparation 28 and 5-amino-2-fluorobenzonitrile (23 mg, 0.17 mmol) in n-butanol (1 ml) was refluxed under stirring overnight. The reaction mixture was cooled to room temperature and then concentrated under reduced pressure. The resulting residue was purified with silica gel column chromatography (n-hexane/ethyl acetate=1/1?dichloromethane/methanol=10/1) and then dissolved in methanol. Hydrogen chloride gas was added to the solution. The reaction mixture was stirred at room temperature for 5 hours and then filtered to give 23 mg of the product as a pale yellow solid.

The synthetic route of 53312-81-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YUHAN CORPORATION; Lee, Hyun-Joo; Kim, Dong-Hoon; Kim, Tae-Kyun; Yoon, Young-Ae; Sim, Jae-Young; Cha, Myung-Hun; Jung, Eun-Jung; Ahn, Kyoung-Kyu; Lee, Tai-Au; US2013/331377; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 16532-79-9, 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 16532-79-9 as follows.

This compound was prepared via Method C using 5-amino-pyridine-2-carboxylic acid methylamide prepared by Method N and 2-Methyl-2-[4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)- phenyl]-propionitrile prepared by Method O followed by Method R. Method O: [00305] NaH (2.5 eq.) is added to (4-Bromo-phenyl)-acetonitrile (leq) in DMF at O0C. The reaction mixture is stirred for 200C. MeI is added to the resulting solution at O0C. The resulting mixture is stirred at room temperature for 19hrs. EtOAc and water are added to the reaction. The organic phases are isolated, dried over MgSO4, filtered and evaporated under vacuum to afford the expected product. Purification by flash chromatography may be required to afford the pure product.

According to the analysis of related databases, 16532-79-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GALAPAGOS NV; MENET, Christel, Jeanne, Marie; BLANC, Javier; HODGES, Alastair, James; BURLI, Roland, Werner; BRECCIA, Perla; BLACKABY, Wesley, Peter; VAN ROMPAEY, Luc, Juliaan, Corina; FLETCHER, Stephen, Robert; WO2010/10184; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 2698-41-1, name is 2-(2-Chlorobenzylidene)malononitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 2698-41-1

General procedure: Catalyst 1 (5 mol%) was added to a mixture of ,-unsaturatedmalonate (5 mmol) and diethyl phosphite (10 mmol). The mixturewas stirred at 70 C for the appropriate time (Table 2). The catalystwas separated by a magnetic bar from the cooled mixture,washed with EtOH, dried 30 min at 110 C and reused for a consecutiverun under the same reaction conditions. Evaporation of thesolvent of the remaining solution under reduced pressure gave thecrude products. The pure products (2-18, Table 2) were isolated bychromatography on silica gel eluted with n-hexane:EtOAc (1:2).

According to the analysis of related databases, 2698-41-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sobhani, Sara; Bazrafshan, Mahboobeh; Delluei, Amin Arabshahi; Parizi, Zahra Pakdin; Applied Catalysis A: General; vol. 454; (2013); p. 145 – 151;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 5414-21-1,Some common heterocyclic compound, 5414-21-1, name is 5-Bromovaleronitrile, molecular formula is C5H8BrN, 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: A solution of m-tolylmagnesium bromide 26, prepared from 416 muL of 3-bromotoluene and 83 mg of magnesium turnings in anhydrous THF (3 mL), was added dropwise under inert atmosphere to a solution of 5-bromovaleronitrile (400 muL, 3.43 mmol) in anhydrous THF (3 mL). The mixture was stirred at room temperature for 1 h, quenched with a saturated aqueous solution of NaHCO3 (3 mL) and extracted with dichloromethane (3 * 10 mL). The combined organic layers were dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure. The crude residue was purified by silica gel column chromatography (dichloromethane/methanol 95:5) to provide the compound 7 as a yellow oil (225 mg, 38% yield).

The synthetic route of 5414-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Matera, Carlo; Quadri, Marta; Sciaccaluga, Miriam; Pome, Diego Yuri; Fasoli, Francesca; De Amici, Marco; Fucile, Sergio; Gotti, Cecilia; Dallanoce, Clelia; Grazioso, Giovanni; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 392 – 405;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 6393-40-4, name is 4-Amino-3-nitrobenzonitrile, molecular formula is C7H5N3O2, 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: C7H5N3O2

a) Preparation of 3,4 diamino benzonitrile 4-Amino 3-nitro-benzonitrile (5.0 g, 0.03 moles) was dissolved in ethyl acetate then treated with 2.5 g of 10% Pd/C. The reaction mixture was flushed with hydrogen and allowed to stir overnight at 23 C. The reaction was not quite complete so 0.5 g more 10% Pd/C was added. After 2 hours the reaction was complete. The solution was filtered through celite, concentrated and used without further purification (4.67 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6393-40-4, its application will become more common.

Reference:
Patent; SmithKline Beecham Corporation; US6133319; (2000); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 2182-39-0, 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 2182-39-0 as follows.

EXAMPLE 5 Preparation of N-(2-Propionitrile)-N-phenylcarbamoyl chloride STR11 Phosgene, 23.0 g (0.23 mole) was absorbed in 300 ml methylene chloride. To that stirred solution, a solution of 29.2 g (0.2 mole) 2-(phenylamino)-propionitrile and 15.8 g (0.2 mole) pyridine in 50 ml methylene chloride was dropped in over 30 minutes. Stirring was continued for 5 minutes. The reaction mixture was washed twice with 100 ml ice water and once with 100 ml ice water containing 20 ml concentrated hydrochloric acid, dried over magnesium sulfate and stripped to give 41 g of a brown oil which soon solidified.

According to the analysis of related databases, 2182-39-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chevron Research Company; US4602029; (1986); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 33143-29-2,Some common heterocyclic compound, 33143-29-2, name is 2,2-Dimethyl-2H-chromene-6-carbonitrile, molecular formula is C12H11NO, 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: Enantioselective epoxidation reactions were performed with catalyst 1 (0.02 mmol) using styrene (STY), cis beta-methyl styrene (MSTY), indene (IND), 2,2-dimethylchromene (CHR), 6-cyano-2,2-dimethylchromene (CN-CHR), 6-methoxy-2,2-dimethylchromene (MeO-CHR), spiro[cyclohexane-1,2-[2H][1]chromene] (Cy-CHR) (1 mmol) as substrates in dichloromethane (3 mL) in the presence of PyNO (0.13 mmol) as an axial base with aqueous buffered NaOCl (12%, 2.75 mmol; pH=11.3) as an oxidant. The NaOCl was added in five equal portions at 0 C, and the reaction mass was stirred using a mechanical stirrer at 900+/-20 rpm. The course of the epoxidation reaction was monitored by GC with n-tridecane (0.1 mmol) as a GLC internal standard for product quantification. After completion of the reaction, the immobilized catalyst 1 was separated by centrifugation, washed thoroughly with dichloromethane, and dried in vacuum for subsequent catalytic runs.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,2-Dimethyl-2H-chromene-6-carbonitrile, its application will become more common.

Reference:
Article; Roy, Tamal; Kureshy, Rukhsana I.; Khan, Noor-Ul H.; Abdi, Sayed H.R.; Sadhukhan, Arghya; Bajaj, Hari C.; Tetrahedron; vol. 68; 31; (2012); p. 6314 – 6322;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 134227-45-5, 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. 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 342A 3,5-difluoro-4-azepan-1-ylbenzonitrile The title compound was prepared using the procedure described in Example 325A except using 3,4,5-trifluorobenzonitrile and azepane instead of 3,4-difluorobenzonitrile and 8-aza-bicyclo[3.2.1]octane hydrochloride. 1H NMR (DMSO-d6) delta 7.62 (d, 2H), 3.39 (m, 4H), 1.73 (m, 4H), 1.61 (m, 4H); MS (ESI) m/z 237 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 3,4,5-Trifluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Abbott Laboratories; US6933311; (2005); B2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 1194-65-6, name is 2,6-Dichlorobenzonitrile, 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 1194-65-6, Computed Properties of C7H3Cl2N

General procedure: A mixture of arylnitrile (2.0 mmol) and WR (1.07 g, 2.0 mmol) in 20 mL of dry toluene was refluxed for 8 h. Upon cooling to 90C 1.0 mL of water was added, the mixture was refluxed for another 1 h. After cooling to room temperature the reaction mixture was concentrated to ca. 5.0 mL and extracted with dichloromethane (20 mL x 3), the combined dichloromethane extracts were dried over MgSO4. The final residue was purified by silica gel chromatography (9 : 1 ethyl acetate /dichloromethane as eluent) to give the compounds 1a-1i.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,6-Dichlorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Article; Hua, Guoxiong; Du, Junyi; Slawin, Alexandra M. Z.; Woollins, J. Derek; Synlett; vol. 25; 15; (2014); p. 2189 – 2195;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 25808-30-4, name is 2-(Methylamino)acetonitrile hydrochloride, 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: C3H7ClN2

Step 1: (2-Amino-ethyl)-methyl-carbamic acid tert-butyl ester To a cooled solution of methyl aminoacetonitrile hydrochloride (5.4 g, 50 mmol) in tetrahydrofuran:dimethylformamide (15 mL each) was added over 30 minutes, a solution of di-t-butyl dicarbonate (9.0 g, 50 mmol) and triethylamine (3.4 mL, 24 mmol) in tetrahydrofuran (30 mL). The reaction was stirred overnight at room temperature. The solution was concentrated and the residue taken up in ethyl acetate. The organic solution was washed with brine, dried over MgSO4, filtered and concentrated to give a brownish oil; 8.38 g, (98percent yield). MS-APCI: M+1=171. It was used without further purification. The above product was reduced in the presence of Raney nickel, in ethanol/triethylamine. The catalyst was removed and washed with ethanol. The filtrate was concentrated to give the desired product as a brownish oil; 7.13 g (84percent yield). MS-ACPI: M+1=175.

The synthetic route of 2-(Methylamino)acetonitrile hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Warner-Lambert Company; US6369034; (2002); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts