Author: Jessica.F

Application of 60702-69-4, These common heterocyclic compound, 60702-69-4, name is 2-Chloro-4-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.

Combine the compound from Example 218 step 2 (692 mg, 2.12 mmol) and K2CO3 (323 mg, 2.33 mmol) in DMF (9 mL), stir the mixture at room temperature for 30 min and then add 2-chloro-4-fluoro-benzonitrile (330 mg, 2.12 mmol), and heat at 100 C overnight. Cool to ambient temperature and pour into water. Extract the aqueous layer with EtOAc. Dry the organic layer over NA2SO4 and eliminate the solvent. Purify by flash chromatography on silica gel (eluent: ETOAC/HEXANE 15/85) to obtain the title compound (940 mg, 95%). Electrospray MS M-1 ion = 461, H-NMR (CDC13, 400 MHz): 7.57 (d, 1H, J= 7.8 Hz), 7.36-7. 13 (m, 7H), 7. 00-6. 85 (m, 4H), 4.44-4. 36 (M, 2LI) 3.49-3. 32 (m, 2H), 2.83-2. 73 (m, 2H), 1.51-1. 43 (m, 9H).

Statistics shows that 2-Chloro-4-fluorobenzonitrile is playing an increasingly important role. we look forward to future research findings about 60702-69-4.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/26305; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 1953-99-7, These common heterocyclic compound, 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, 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.

(i) Preparation of 1,2-dicyano-3,4,5,6-tetraphenoxybenzene A mixture of 1,2-dicyano-3,4,5,6-tetrachlorobenzene (50 parts), phenol (106 parts), potassium carbonate (104 parts) and dimethylformamide (200 parts) was stirred and heated at 70¡ã C. for 2 hours before pouring into water (500 parts). The aqueous mixture was extracted with chloroform (2*300 parts). The chloroform extract was washed with a 5percent aqueous solution of sodium hydroxide (2*250 parts) and then with water (2*250 parts). The chloroform extract was dried over anhydrous magnesium sulphate, filtered and the chloroform was removed by distillation under reduced pressure to leave a brown oil. The brown oil was dissolved in hot butan-1-ol and allowed to cool slowly. 1,2-Dicyano-3,4,5,6-tetraphenoxybenzene (62.2 parts, 67percent) was obtained as a pale yellow solid m.p. 149¡ã-151¡ã C.

Statistics shows that 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile is playing an increasingly important role. we look forward to future research findings about 1953-99-7.

Reference:
Patent; Zeneca, Limited; US5486274; (1996); A;; ; Patent; Zeneca Limited; US5484915; (1996); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 59997-51-2, name is 4,4-Dimethyl-3-oxopentanenitrile, 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 59997-51-2, Computed Properties of C7H11NO

Step j03: At room temperature 4,4-dimethyl-3-oxopentanenitrile (J-II) (1 equivalents, 5 g) was taken up in ethanol (100 mL), mixed with hydrazine hydrate (2 equivalents, 4.42 g) and refluxed for 3 h. The residue obtained after removal of the ethanol by distillation was taken up in water (100 mL) and extracted with ethyl acetate (300 mL). The combined organic phases were dried over sodium sulphate, the solvent was removed under vacuum and the product (J-III) (5 g, 89 % yield) was obtained as a light red solid after recrystallisation from n-hexane (200 mL).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,4-Dimethyl-3-oxopentanenitrile, and friends who are interested can also refer to it.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; CHRISTOPH, Thomas; DAMANN, Nils; LESCH, Bernhard; BAHRENBERG, Gregor; SAUNDERS, Derek John; STOCKHAUSEN, Hannelore; KIM, Yong-Soo; KIM, Myeong-Seop; LEE, Jeewoo; WO2013/68462; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 13388-75-5, 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 13388-75-5 as follows.

General procedure: A 50 mL round-bottomed flask was charged with 3 (0.177 g, 1 mmol), aromatic aldehyde or substituted aromatic aldehyde (1 mmol) and 10 mL methanol with stirring, and the mixture was heated to 60 C. After 30 min, sodium methoxide (0.027 g, 0.5 mmol) was added to the mixture and keep the temperature for 4-6 h. After completion of the reaction as indicated by TLC, the reaction mixture was cooled to RT, and the precipitate was separated by filter and recrystallized from methanol to give 4a-4z and 5a-5d.

According to the analysis of related databases, 13388-75-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ma, Jun; Li, Jiajun; Tian, Yu-Shun; Bioorganic and Medicinal Chemistry Letters; vol. 27; 1; (2017); p. 81 – 85;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 36282-26-5, name is 2-Bromo-4-fluorobenzonitrile, 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 36282-26-5, name: 2-Bromo-4-fluorobenzonitrile

5,4′-Difluoro-biphenyI-2-carbonitrie (CAB06058)A mixture of 2-bromo-4-fiuorobenzinitrile (5.0 g, 25.0 mmol), 4-fiuorophenylboronic acid (3.85 g,27.5 mmol), dimethoxyethane (30 rtiL) and 2M Na2CO3 (40 mL) was heated to reflux before Pd2(dba)3 (0.10 g) was added and heating was continued for 5 hours. After cooling to room temperature CHCl3 (50 mL) was added to and the mixture was filtered (celite). The organic layer was separated, dried (Na2SO4) and concentrated under reduced pressure. The residue was purified by flash chromatography [SiO2, CHCl3] followed by recrystallisation from CHCl3/n-hexane to afford CAB06Theta58 (4.03 g, 71%) as colorless needles. Mp. 111-113 C; 1H NMR (400 MHz, CDCl3) delta 7,12-7.23 (m, 4H)3 7.50-7.56 (m, 2H), 7,76 (dd, J = 8.6, 5.4 Hz, IH); LRMS (ES+): m/z 416.0 (100%, [M+H]+); HRMS (ES+) calcd for Ci3H8F2N [M+H]+: 216,0619, found 216.0613; Anal, Calcd for Cj3H7F2N: C, 72.56; H3 3.28; N, 6.51. Found C, 72.4; H, 3.28; N3 6.55.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; STERIX LIMITED; WOO, Lok Wai Lawrence; BUBERT, Christian; WOOD, Paul Michael; PUTEY, Aurelien; PUROHIT, Atul; POTTER, Barry Victor Lloyd; WO2011/23989; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 2698-41-1, 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.

General procedure: 2-Arylidenemalononitriles 7 (1 mmol), indane-1,3-dione (2, 0.146 g,1 mmol), NaOAc (0.08 g, 1 mmol), TBBDA (0.14 g, 0.25 mmol) or PBBS(0.2 g) or TCBDA (0.1 g, 0.25 mmol) or PCBS (0.15 g), and EtOH (2 mL)were added to a test-tube. Then the mixture was magnetically stirredat r.t. for the duration as shown in Table 4 and reaction progress wasmonitored by TLC (n-hexane/acetone, 5:2). The mixture was filteredand rinsed with EtOH (2 ¡Á 1 mL). The pure product was isolated byfiltration through a Buechner funnel. Then, the filtrate was evaporated and washed with hot water, CH2Cl2 (3 mL) was added, and the precipitatedsulfonamide was removed by filtration. The sulfonamide wasrehalogenated and used several times. 3-(4-Chlorophenyl)-1?,3?-dioxo-1?,3?-dihydrospiro[cyclopropane-1,2?-indene]-2,2-dicarbonitrile (6a)White solid; yield: 315 mg (95%); mp 199-200 C.IR (KBr): 3075, 3017, 2250, 1746, 1711, 1590, 1499, 1356, 1222, 1093,753, 584 cm-1.1H NMR (400 MHz, DMSO-d6): delta = 4.41 (s, 1 H, CH), 7.61 (d, J = 8.4 Hz,2 H, ArH), 7.66 (d, J = 8.4 Hz, 2 H, ArH), 8.17 (m, 3 H, ArH), 8.26 (d, J =6.4 Hz, 1 H, ArH).13C NMR (100 MHz, DMSO-d6): delta = 20.4, 40.8, 43.8, 110.3, 111.9,123.0, 123.2, 127.3, 128.2, 132.0, 133.4, 136.0, 136.1, 141.5, 142.4,188.9, 190.0.MS: m/z (%) = 332 (M+, 53), 297 (100), 269 (21), 241 (36), 214 (40),187 (14), 165 (37), 138 (19), 104 (100), 76 (97).

The chemical industry reduces the impact on the environment during synthesis 2-(2-Chlorobenzylidene)malononitrile. I believe this compound will play a more active role in future production and life.

Reference:
Article; Ghorbani-Vaghei, Ramin; Maghbooli, Yaser; Synthesis; vol. 48; 21; (2016); p. 3803 – 3811;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 26391-06-0, 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 26391-06-0 as follows.

To a solution of N, N-diethylcyanoacetamide(14.1 g, 0.1 mol) in toluene was added 0.2 g IRA 96 resin and isonitrovanillin (19.7g, 0.1 mol). The mixture was heated to reflux with azeotropic distillation of water. The reaction was continued until a TLC test showed completion of reaction.The mass was filtered hot. The filtrate was concentrated under vacuum to give the crude product, which wasre crystallized from absolute alcohol to afford 13. 61% isolated yield as light yellow solid. MR: 175-176C;1H-NMR (400 MHz, DMSO): delta 1.13 (br s, 6H), 3.39(br s, 4H), 3.92 (s, 3H), 7.67 (s, 1H), 7.76 (d, J=2.1Hz,Ar-H), 7.78 (d, J=2.1Hz, Ar-H), 10.98 (br s,-OH); ms:m/z 318.1 (negative mode).

According to the analysis of related databases, 26391-06-0, the application of this compound in the production field has become more and more popular.

Application of 15760-35-7, A common heterocyclic compound, 15760-35-7, name is 3-Methylenecyclobutanecarbonitrile, molecular formula is C6H7N, 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) 50 g (0.54 mol) of 3-methylenecyclobutanecarbonitrile are dissolved in 600 ml of water and 50 ml of ether, cooled to 5 C., and 100 mg (0.4 mmol) of osmium(IV) oxide are added. 260 g (1.2 mol) of sodium periodate are then added in portions at the temperature indicated, and the mixture is allowed to warm to RT. The organic phase is extracted with dichloromethane and, after drying and evaporation, chromatographed over silica gel, giving 25 g (49%) of 3-oxocyclobutanecarbonitrile as colourless crystals (m.p. 51 C.).

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.

Some common heterocyclic compound, 64248-62-0, name is 3,4-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. Recommanded Product: 3,4-Difluorobenzonitrile

Pyrrole (2, 6, 6-trimethyltetrahydroindol-4-one) (1.0 g, 5.6 iranol) and 3, 4-difluorobenzonitrile (785 mg, 5.6 mmol) were dissolved in anhydrous DMF (20 mL) . To this NaH (95%, 270 mg, 11.2 mmol) was added and stirred at 50 0C for 30 min. The reaction mixture was cooled to RT and washed with H2O and EtOAc. The organic layer was dried over MgSO4. Column chromatography on silica eluting with EtOAc-hexanes (1:1) gave the product as a yellow solid (100% clean by LCMS, product M+H = 397.1) .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 64248-62-0, its application will become more common.

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. 72291-30-6, name is Methyl 2-cyano-2-methylpropanoate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: nitriles-buliding-blocks

The experiment examples are carried out in a 1 l reactor (10×2000 mm), equipped with feed pumps for solvent, ammonia and nitrile ester, charged with 250 ml of steel rings in the lower and upper reactor section, and centrally with 500 ml of tablets (5×3 mm) of a hydrogenation catalyst of the following composition: 28% NiO, 28% CoO, 13% CuO and 31% ZrO2, in liquid phase mode. The reduction procedure of the catalyst is as follows: the reactor is heated to 180 C. at a hydrogen feed of 50 l/h within 5 hours, then kept at 180 C. with 50 l/h of hydrogen for 20 hours, cooled under hydrogen and purged with MeOH, before ammonia and reactant and also solvent are fed in. The steel rings in the lower part of the reactor serve as the delay time zone for the amidation. 11 equivalents of hydrogen are fed in per nitrile used. The delay time is thus approx. 10 minutes.Example 9503 g/h of MeOH and, as the nitrile ester, methyl 2-cyano-2,2-dimethylacetate (in a weight ratio of 1:1) and 670 g of ammonia (20 equivalents of ammonia based on nitrile ester) are conducted through the reactor at 200 bar and 100 C. The volume space velocity is 0.5 kg/l*h. The effluent analysis shows (calculated without solvent) 99.89% aminopivalinamide, 0.03% methyl aminopivalate and 0.08% others. The delay time is approx. 9.8 minutes.

The synthetic route of 72291-30-6 has been constantly updated, and we look forward to future research findings.