Category: 23842-82-2

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. 23842-82-2, name is 2-Amino-5-methoxybenzonitrile, A new synthetic method of this compound is introduced below., Safety of 2-Amino-5-methoxybenzonitrile

The N-carbethoxy starting material is prepared in the following manner: A mixture of 5-methoxyanthranilonitrile (Bartlett, Dickel and Taylor, J.A.C.S. 80, 136 (1958), 2.25 g) and ethyl chloroformate (60 ml) is heated under reflux for 20 min. and then concentrated to dryness at reduced pressure. The residue is taken up in toluene (20 ml) hexane (50 ml) added and the precipitate collected, washed with hexane and air dried to afford the pure urethane, mp. 142-144.

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; Ciba-Geigy Corporation; US4713383; (1987); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 23842-82-2, 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. 23842-82-2, name is 2-Amino-5-methoxybenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[0340] Following a reported procedure (Michaelidou, S. S.; Koutentis, P. A. Tetrahedron 2010, 66, 685-688), 2-amino-5-methoxybenzonitrile (Manetsch, R. et al. Chem. Eur. J. 2004, 10, 2487-2506) (0.109 g, 0.74 mmol) was treated with paraformaldehyde (0.024 mg, 0.81 mmol), potassium cyanide (0.053 g, 0.81 mmol), zinc chloride (0.201 g, 1.473 mmol) and sulfuric acid (1 drop) in acetic acid (2.2 mL) in a sealed tube. The mixture was then stirred at 55 C. overnight. The reaction mixture was allowed to cool to room temperature, poured onto ice and made pH neutral with Na2CO3. Filtration of the precipitate gave the title compound (0.068 g, 50%). [0341] 1H NMR (CDCl3, 400 MHz) delta 7.11 (dd, 1H, J=2.8, 9.1 Hz), 6.98 (d, 1H, J=2.8 Hz), 6.75 (d, 1H, J=9.1 Hz), 4.15 (s, 2H), 3.74 (s, 3H). [0342] MS (ESI) m/z 188.1 [M+H]+ ([M+H]+, C10H10N3O requires 188.2).

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

Reference:
Patent; Board of Regents of The University of Texas System; McKnight, Steven L.; Pieper, Andrew A.; Ready, Joseph M.; Fernandez, Enrique; US2014/57900; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 23842-82-2,Some common heterocyclic compound, 23842-82-2, name is 2-Amino-5-methoxybenzonitrile, molecular formula is C8H8N2O, 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 solution of the appropriate amine (X1 NH2, 100 mumomicronIota) in anhydrous pyridine (600 muL) was added a 1.2M solution of the appropriate sulfonyl chloride in anhydrous pyridine (100 muL, 120 mumomicronIota) followed by DMAP (2 mg, 20 mumomicronIota). The reaction mixture was shaken at 30C for 2 hours followed by 60C for 16 hours before concentrating in vacuo and purifying by one of the four preparative HPLC methods described below. The organic gradient used for each compound is described in the following table. Preparative HPLC Method A: Phenomenex Gemini C18 250 x 21 .2 mm, 8 mum; mobile phase A: MeCN, mobile phase B: 0.225% formic acid in water. Gradient time 8 mins; flow rate 30 mL/min. Preparative HPLC Method B: Waters Sunfire C8 150 x 30 mm, 5 mum; mobile phase A: MeCN, mobile phase B: 0.225% formic acid in water. Gradient time 8 mins; flow rate 40 mL/min. Preparative HPLC Method C: YMC-Actus Triart C18 150 x 30 mm, 5 mum; mobile phase A: MeCN, mobile phase B: 0.225% formic acid in water. Gradient time 9 mins; flow rate 30 mL/min. Preparative HPLC Method D: Agela DuraShell C18 150 x 21.2 mm, 5 mum; mobile phase A: MeCN, mobile phase B: 0.225% formic acid in water. Gradient time 10 mins; flow rate 30 mL/min. The retention times quoted in the table below were obtained using one of the following three LCMS methods: LCMS Method A: XBRIDGE 50 x 2.1 mm, 5 mum; mobile phase A: 0.0375%TFA in water; mobile phase B: 0.01875% TFA in MeCN; gradient from 1 % B to 5% B at 0.60 mins, further to 100% B at 4.00 mins and finally returning to 1 % B at 4.30-4.70 mins; flow rate 0.8 mL/min. LCMS Method B: XBRIDGE 50 x 2.1 mm, 5 mum; mobile phase A: 0.0375%TFA in water; mobile phase B: 0.01875% TFA in MeCN; gradient from 10% B to 100% B at 4.00 mins and finally returning to 1 % B at 4.30-4.70 mins; flow rate 0.8 mL/min. LCMS Method C: XBRI DGE 50 x 2.1 mm, 5 mum; mobile phase A: 0.05%NH4OH in water; mobile phase B: 100% MeCN; gradient from 5% B to 100% B at 3.40 mins, hold at 100% B to 4.20 mins and finally returning to 5% B at 4.21 -4.70 mins; flow rate 0.8 mL/min. The compounds of Examples 130-175 were prepared according to the method described for Library Protocol 3 using either 2-cyanobenzensulfonyl chloride or 2-(trifluoromethyl)benzenesulfonyl chloride and the appropriate amine as described below. Where stated the title compounds were isolated as formate salts.

The synthetic route of 23842-82-2 has been constantly updated, and we look forward to future research findings.

Application of 23842-82-2, 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 23842-82-2 as follows.

General procedure: Matrine 1 (1.24 g, 5 mmol) dissolved in DCM (30 mL) was treatedwith POCl3 (2 eq., 10 mmol) at room temperature. When color of thereaction mixture turned yellow, it was then stirred at 60 C for 2-3 h.The solution was then cooled to room temperature and the correspondinganiline bearing cyan derivatives 18a-h (1-1.5 eq.) dissolvedin DCM were added dropwise, followed by reflux for 12 h at 60C. Afterreaction completion, NaOH aqueous was added to adjust the pH to 8-9.The mixture was then extracted with DCM (3 × 20 mL). The organiclayers were collected, dried over MgSO4, and concentrated. The residuewas purified by column chromatography to obtain product 20a-h.

According to the analysis of related databases, 23842-82-2, the application of this compound in the production field has become more and more popular.

Adding a certain compound to certain chemical reactions, such as: 23842-82-2, name is 2-Amino-5-methoxybenzonitrile, 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 23842-82-2, 23842-82-2

Ketone (¡À)-5 (95 mg, 0.63 mmol) was dissolved in dry 1,2-dichloroethane (1 mL). AnhydrousAlCl3 (126.5 mg, 0.95 mmol) and 7 (121 mg, 0.79 mmol) were added to this solution. The mixturewas stirred under MW (50W, 300 psi, high stirring) conditions at 95 C for 2 h. After the completionof the condensation, mixture of THF/H2O (7.5 mL, 2:1) was added, followed by 2 M aq. solution ofNaOH adjusting pH to 8-9. The resulting mixture was stirred for 30 min. The organic and aqueousphases were separated and the aqueous one was washed with dichloromethane (2 8 mL). Combinedorganic layers were dried over anhydrous Na2SO4 and the solvent was removed under reducedpressure. The crude product was purified by column chromatography (CH2Cl2/MeOH/TEA, 95:5:1).Compound (¡À)-1 (142 mg) was obtained in 80% yield in two steps as a white solid.

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

Reference:
Article; Mezeiova, Eva; Korabecny, Jan; Sepsova, Vendula; Hrabinova, Martina; Jost, Petr; Muckova, Lubica; Kucera, Tomas; Dolezal, Rafael; Misik, Jan; Spilovska, Katarina; Pham, Ngoc Lam; Pokrievkova, Lucia; Roh, Jaroslav; Jun, Daniel; Soukup, Ondrej; Kaping, Daniel; Kuca, Kamil; Molecules; vol. 22; 8; (2017);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts