Category: 6575-11-7

Application of 6575-11-7,Some common heterocyclic compound, 6575-11-7, name is 2-Amino-6-chlorobenzonitrile, molecular formula is C7H5ClN2, 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.

The reaction mixture composed of 5 g of 2-amino-6-chlorobenzonitrile (32.77 mmol), 30% potassium hydroxide (50 mL), and 30% hydrogen peroxide aqueous solution (3 mL) was heat-refluxed for 12 hours, which was then cooled down at room temperature. The aqueous layer was separated by using diethyl ether and then acidized with 12 N HCl (pH: 3-4) to separate an organic layer. The organic layer was washed with saturated brine and then separated, dried (Na2SO4), filtered, and concentrated under reduced pressure. As a result, 5.31 g of the target compound 2-amino-6-chlorobenzoic acid was obtained as a yellow solid (30.95 mmol, yield: 94%). 1H NMR(300 MHz, DMSO-d6) delta 8.24 (s, 2H), 7.00-7.06 (t, J=7.5 Hz, 1H), 6.64 (d, J=8.4 Hz, 1H), 6.56 (d, J=7.8 Hz, 1H).

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

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; Lee, Ge Hyeong; Lim, Hee-Jong; Cho, Heeyeong; Park, Woo Kyu; Kim, Seong Hwan; Choi, Jung Hwan; (148 pag.)US2018/105527; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 6575-11-7, name is 2-Amino-6-chlorobenzonitrile, 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 6575-11-7, Computed Properties of C7H5ClN2

A mixture of 2-amino-6-chlorobenzonitrile (17.72 g, 0.116 mol) and tetrahydro-2,5- dimethoxyfuran (0.116 mol) in HO Ac (100 ml) was stirred and re fluxed for 30 min. Subsequently, the mixture was cooled and evaporated. The residue was purified over silica gel on a glass filter (eluent: DCM). The product fractions were collected and the solvent was evaporated. The residue was crystallized from EtOH. Yield: 18.83 g of intermediate 3 (80 % yield).

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

Reference:
Patent; JANSSEN PHARMACEUTICA NV; MEERPOEL, Lieven; MAES, Louis, Jules, Roger, Marie; DE WIT, Kelly; AUGUSTYNS, Koen, Jan, Ludovicus; WO2012/150305; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

6575-11-7, name is 2-Amino-6-chlorobenzonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C7H5ClN2

To a mixture of 2-amino-6- chlorobenzonitrile (500 mg, 3.3 mmol), sodium azide (4.3 mmol, 1.3 eq.), and triethylamine hydrochloride (4.3 mmol, 1.3 eq.) in a sealed tube, 8 mL of toluene was added. The tube was tightly capped and the reaction was stirred and heated to 1000C overnight. The mixture was cooled to room temperature, diluted with another 10 mL of toluene, transferred to a separatory funnel and washed with water (3 X 20 mL). The aqueous extractions were combined and acidified to a peta of 4 with concentrated etaCI. EPO The solid was collected by filtration, washed with acetonitrile, and dried under vacuum to afford 137 mg of 3-chloro-2-(lH-tetrazol-5-yl)aniline. MS (EI) for C7H6ClN5: 196 (M+H).

The synthetic route of 6575-11-7 has been constantly updated, and we look forward to future research findings.

Electric Literature of 6575-11-7, 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 6575-11-7 as follows.

2-amino-6-chlorobenzonitrile (152.6 mg, 1.0 mmol) was sequentially added to a 100 mL high pressure sealed tube, benzyl alcohol(129.6 mg, 1.2 mmol, 1.2 equiv.), cesium hydroxide monohydrate (167.9 mg, 1.0 mmol), an air ball was added to the closed tube.Stir at 120 C for 36 h, after monitoring the reaction by TLC or GC-MS,The product was purified by column chromatography. The isolated yield was 67%.

According to the analysis of related databases, 6575-11-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Yangzhou University; Xu Qing; Wang Qi; Lv Miao; Li Yang; Cao Hongen; (16 pag.)CN109879820; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 6575-11-7, name is 2-Amino-6-chlorobenzonitrile, 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 6575-11-7, Formula: C7H5ClN2

EXAMPLE 43 9-Amino-8-chloro-4-oxo-1,2,3,4-tetrahydroacridine Following the method of Example 7, but substituting 2-amino-6-chlorobenzonitrile for anthranilonitrile, afforded the title compound (15%, m.p. 205 C.). 1 H-NMR (CDCl3, 300 MHz,delta): 1H, d, 7.62 ppm (J=7 Hz); 1H, t, 7.31 ppm (J=7 Hz); 1H, d, 7.19 ppm (J=7 Hz); 2H, bs, 5.81 ppm; 2H, t, 4.31 ppm (J=6 Hz); 2H, t, 2.52 ppm (J=6 Hz); 2H, m, 2.11 ppm; HRMS: Calculated–234.0560; Found–234.0565; TLC: (ethyl acetate) Rf -0.27.

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-6-chlorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc.; US5202440; (1993); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 6575-11-7,Some common heterocyclic compound, 6575-11-7, name is 2-Amino-6-chlorobenzonitrile, molecular formula is C7H5ClN2, 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 mixture of 2-amino-6-chlorobenzonitrile (17.72 g, 0.116 mol) and tetrahydro-2,5-dimethoxyfuran (0.116 mol) in HOAc (100 ml) was stirred and refluxed for 30 mm. Subsequently, the mixture was cooled and evaporated. The residue was purified over silica gel on a glass filter (eluent:DCM). The product fractions were collected and the solvent was evaporated. The residue was crystallized from EtOH. Yield: 18.83 g of intermediate 3 (80% 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-Amino-6-chlorobenzonitrile, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Meerpoel, Lieven; Maes, Louis Jules Roger Marie; de Wit, Kelly; Augustyns, Koen Jan Ludovicus; US2014/45827; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts