Category: 35202-54-1

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. 35202-54-1, name is 4,5-Dimethoxy-1-cyanobenzocyclobutane, A new synthetic method of this compound is introduced below., SDS of cas: 35202-54-1

Example 1Charge 200 g of 3,4-dimethoxybicyclo [4.2.0]octa-l,3,5-triene-7-carbonitrile (I) in a 20.0 L 4- neck RB (round bottom) flask equipped with mechanical stirrer and thermometer pocket at 250C. Add 8 L of methanol, 40.2 g of nickel chloride hexahydrate and 461.5 g of boc anhydride (Di-tert-butyl dicarbonate) at 25°C. Cool the reaction mixture at -10 to 0°C and add 280.0 g of NaBH4 portion wise over 1 hour while maintaining the temperature of reaction mixture between -10 to 0°C. Remove the cooling bath, raise the temperature to 25°C and maintain for 2 hours. Monitor the reaction by HPLC and when the HPLC indicates the completion of the reaction (Compound (I) less than 0.2percent), charge 174.6 g of diethylene triamine at 250C. Stir for 1 hour at 25°C. Evaporate the methanol under vacuum to yield a black gummy residue. Charge 7 L of ethyl acetate in to the above residue. Charge 7 L of 10percent NaHCO3 solution. Stir for 15 minutes and separate the layers. Wash ethyl acetate layer with 7 L of water and dry the organic layer over anhydrous Na2SO4 and concentrate under vacuum at 50 – 55°C to obtain an off-white colored solid (II).Weight: 270. 0 g Yield: 87.0percent HPLC purity: 96.0percent

The synthetic route of 35202-54-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KRKA, D. D., NOVO MESTO; BOSE, Prosenjit; SIRIPALLI, Udaya Bhaskara Rao; KANDADAI, Appan Srinivas; WO2010/72409; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 35202-54-1, name is 4,5-Dimethoxy-1-cyanobenzocyclobutane, 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 35202-54-1, name: 4,5-Dimethoxy-1-cyanobenzocyclobutane

A study using a number of bacterial inducers (propionitrile, benzonitrile, 4-bromobenzonitrile) showed that propionitrile provided the best induction of nitrilase activity with 3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile. (0103) The bacterial strains were induced with propionitrile at 72 mM for 72 hours, and the cells were taken up in 50 mL (twice concentrated, conc. 10 mg of cells per ml) of 0.1M phosphate buffer KH2PO4/K2HPO4 pH=7.3 and 3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile was added at a concentration of 10 mM in 2percent of DMSO v/vfinal. (0104) The fungal strains were induced with valeronitrile. (0105) All the reaction mixtures were stirred at 220 rpm at 30° C. in the case of the bacteria and at 27° C. in the case of the fungi and monitored for 96 hours by reverse-phase HPLC and by chiral-phase HPLC according to the methods described below: Reverse-Phase Analysis Chiral-Phase Analysis (0107) Chiralpak IC 250*4.6 column (0108) 30percent absolute ethanol+0.1percent TFA+70percent heptane+0.1percent TFA (0109) 1 ml/min 30° C. 288 nm The results obtained are collated in the Table below:

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; LES LABORATOIRES SERVIER; Pedragosa-Moreau, Sandrine; Lefoulon, Francois; (12 pag.)US9476071; (2016); B2;,
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. 35202-54-1, name is 4,5-Dimethoxy-1-cyanobenzocyclobutane, This compound has unique chemical properties. The synthetic route is as follows., name: 4,5-Dimethoxy-1-cyanobenzocyclobutane

Plating on LB+agar+kanamycin, static incubation at 37° C. for 24 hours (strain 11216 of nitrilase of recombinant E. coli). (0112) Preculture in 5 ml of LB+kanamycin (50 mg/1), incubation at 37° C., 180 rpm overnight. Culture: transfer 50 ml of LB and 500 mul of preculture to non-baffled 250-ml Erlenmeyer flasks, incubation at 28° C., 160 rpm until the OD is equal to 0.6 (i.e. about 4 hours). (0113) Induction with IPTG (0.5 mM), incubation at 17° C., 160 rpm overnight (17 hours). (0114) Activity test: centrifuge the cultures at 4° C., 6000 rpm for 20 minutes, resuspend the slurry in 10 ml of 0.1M phosphate buffer pH 7. Add bicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile (10 mM)+2percent ethanol. Incubate at 220 rpm, 30° C. (0115) Note: If the culture is more than 50 ml when centrifuging, take off 50 ml and carry out the activity test using a slurry of 50 ml of culture. (0116) Hydrolysis monitoring by chiral chromatography: at 45 mins and 2 hours. Column: Phenomenex® LUNA HST 50*3 C18(2) 2.5 mum Eluant: A+B (from 0percent to 100percent B over 8 mins) A: 1000 water+25 ACN+1 TFA B: 1000 ACN+25 water+1 TFA 0.8 ml/min?40° C.?UV 210 nm Results: Monitoring by chiral chromatography shows that the reaction is not enantioselective.

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 35202-54-1.

Reference:
Patent; LES LABORATOIRES SERVIER; Pedragosa-Moreau, Sandrine; Lefoulon, Francois; (12 pag.)US9476071; (2016); B2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 35202-54-1, name is 4,5-Dimethoxy-1-cyanobenzocyclobutane, A new synthetic method of this compound is introduced below., SDS of cas: 35202-54-1

4,5-Dimethoxy-1-cyanobenzocyclobutane (10 g, 52.85 mmol)Soluble in ammonia-methanol solution (2M, 530ml), replacing nitrogen three times,Then add Raney nickel (1.0g)Replace hydrogen (45psi),The reaction was stirred at 20 °C for 12 h. TLC detection is complete, filtered through diatomaceous earth,The solvent was evaporated to give 4,5-dimethoxy-1-methylaminobenzocyclobutane (10.0 g, 98percent) as an oil.

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.

Adding a certain compound to certain chemical reactions, such as: 35202-54-1, name is 4,5-Dimethoxy-1-cyanobenzocyclobutane, 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 35202-54-1, name: 4,5-Dimethoxy-1-cyanobenzocyclobutane

EXAMPLE 4 (R,S)-3,4-Dimethoxy-bicyclo[4.2.0]octa-4,3,5-triene-7-carbaldehyde 10 g (52.8 mmol) of 3,4-dimethoxy-bicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile are dissolved in 100 ml of anhydrous toluene. The solution is cooled to -78° C. and then 55 ml of diisobutylaluminum hydride solution (1.2M in toluene) are added dropwise while maintaining the temperature below -65° C. (addition time=45 minutes). Stirring is carried out for 1 hour at -78° C. once the addition is complete. Hydrolysis is carried out by adding dropwise 20 ml of methanol. The temperature is allowed to return to -30° C. and then the reaction mixture is added to 200 ml of HCl (0.1N) and extraction with ether is carried out twice. The organic phase is washed in succession with water and saturated aqueous NaCl solution and then dried over MgSO4, filtered and evaporated to dryness to obtain 8 g of title product in the form of pale yellow oil. Yield=79percent IR (pure): nu=2714, 2630, 1712 cm-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, 4,5-Dimethoxy-1-cyanobenzocyclobutane, other downstream synthetic routes, hurry up and to see.