Author: Jessica.F

Related Products of 201849-17-4, These common heterocyclic compound, 201849-17-4, name is 1-Bromo-2-chloro-5-fluoro-4-methylbenzene, 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.

1-bromo-2-chloro-5-fluoro-4-methylbenzene (20.Og, 9Ommol), NBS(48.06g, 27Ommol) and BPO (2.18g, 9mmol) dissolved in 1,2-dichloroethane (250m1). Stirred at reflux until the starting material was consumed monitored by GO-MS and quenched with water and extracted with ethyl acetate. Organic phases collected and dried over magnesium sulfate, filtered and concentratedunder vacuum. Purified via column chromatography on silica gel with 1:1 ethyl acetate:hexaneas eluent to afford a brown oil. Yield: 32.50g (95%)1H NMR (700 MHz, 0D013) 67.91 (d, J = 7.1 Hz, 1H), 7.36 (d, J = 9.1 Hz, 1H), 6.80 (s, 1H).

Statistics shows that 1-Bromo-2-chloro-5-fluoro-4-methylbenzene is playing an increasingly important role. we look forward to future research findings about 201849-17-4.

Reference:
Patent; BASF SE; KING ABDULLAH UNIVERSITY OF SCIENCE AND TECHNOLOGY; CHEN, Hu; ZHANG, Weimin; HURHANGEE, Michael; MCCULLOCH, Iain; HAYOZ, Pascal; KAELBLEIN, Daniel; (122 pag.)WO2018/104367; (2018); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 3843-97-8, 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. 3843-97-8, name is 5-Chloro-2-ethylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: 1 -(5-Chloro-2-ethylphenyl)-1 H-pyrrole 5-Chloro-2-ethylaniline (10.8 g, 69.44 mmoA) and 25-dimethoxy-tetrahydrofuran (9.87 mL, 76.38 mmoA) was refluxed for 3 h n AcOH (20 mL), The reacton mixture was evaporated and the residue was dUuted n EtOAc, washed wfth water, NaHCO3 saturated solution, brine, and then dred over Na2SO4, The sovent was evaporated and the crude was purified by Biotage SP1 Flash Chromatography (gradient euton from 0% to 15% of EtOAc in hexane) to afford the title compound (12.52 g, 88%).1H NMR (600 MHz, DMSO-d6) 7.36 – 7.47 (m, 2H), 7.31 (d, J = 1.3 Hz, 1 H), 6.93 (t, J = 2.1 Hz, 2H), 6.23 (t, J = 2.1Hz, 2H), 2.46 (q, J = 7.5 Hz, 2H), 0.99 (t, J = 7.5 Hz, 3H).

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, 5-Chloro-2-ethylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; BRASCA, Maria Gabriella; BINDI, Simona; CALDARELLI, Marina; NESI, Marcella; ORRENIUS, Sten Christian; PANZERI, Achille; WO2014/19908; (2014); A2;,
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Adding a certain compound to certain chemical reactions, such as: 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, belongs to chlorides-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 72235-58-6, Computed Properties of C7H7ClFN

Example 26 Preparation of Compound 26 (2S,5R,13aS)-N-(4-chloro-3-fluoroto octahydro-2,5-meth nopyri.do[1 ^2′:4,5]pyrazino[2J.-bj[l ,3joxazepme-l -carboxamide Steps 1 and 2 15~B (41 mg, 0.13 mmoi) was treated with acetonitrile (1 ml.), (4- chloro-3-fluorophenyl)methanamine (40 mg, 0.25 mmol), HATU (60 mg, 0.16 mmol), and Nu,Nu-diisopropyfethylamine (28 mg, 0.22 mmol). The reaction mixture was stirred at room temperature for one hour and magnesium bromide (48 mg, 0.26 mmol) was added. The mixture was sealed and heated to 50 C. After 60 minutes, the reaction mixture was quenched with 0.2M HCl (aq), diluted with brine, and thrice extracted into DCM. HPLC purification 0.1% TFA) afforded Compound 26. 1H- NMR (400 MHz, Chloroform-d) delta 10.41 (s, Hi), 8.30 (s, I Hi.7,24 (t, J = 6.1 Hz, H), 7.13 – 6.90 (m, 2H), 5.30 (dd, J = 9.1, 3.2 Hz, 1H), 5.22 (s, 1H), 4.61 (s, lH), 4.51 (s, 2H), 4.20 (d, J = 9.4 Hz, Hi).3.95 id. J = 12,0 Hz, 1H), 2.11 – 1.90 (m, 4H), 1.90 – 1.76 (m, 1H), 1.53 (d, J = 12.2 Hz, 1H). LCMS-ESI+ ( /z): [M+H] calculated for C21H19CIF 3O5: 448.11; found: 448.2.

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, (4-Chloro-3-fluorophenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GILEAD SCIENCES, INC.; JIN, Haolun; LAZERWITH, Scott, E.; MARTIN, Teresa, Alejandra, Trejo; BACON, Elizabeth, M.; COTTELL, Jeromy, J.; CAI, Zhenhong, R.; PYUN, Hyung-Jung; MORGANELLI, Philip, Anthony; JI, Mingzhe; TAYLOR, James, G.; CHEN, Xiaowu; MISH, Michael, R.; DESAI, Manoj, C.; WO2014/100323; (2014); A1;,
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Synthetic Route of 883499-24-9,Some common heterocyclic compound, 883499-24-9, name is 1-Bromo-2-chloro-3-fluorobenzene, molecular formula is C6H3BrClF, 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.

In a nitrogen atmosphere, a flask containing 114 7-(diphenylamino)-9,9?-dimethyl-9H-fluoren-3-ol (100 g), 123 1-bromo-2-chloro-3-fluorobenzene (58.3 g), 77 potassium carbonate (91.5 g), and NMP (500 ml) was heated and stirred at a reflux temperature for four hours. After the reaction was stopped, the reaction liquid was cooled to room temperature, and 30 water was added thereto. A precipitate thus precipitated was collected by suction filtration. The obtained precipitate was washed with water and then with methanol and then purified by silica gel column chromatography (eluent: toluene) to obtain an intermediate 124 6-(3-bromo-2-chlorophenoxy)-9,9-dimethyl-N,N-diphenyl-9H-fluoren-2-amine (150 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2-chloro-3-fluorobenzene, its application will become more common.

Reference:
Patent; JNC CORPORATION; FUJITA, Yukihiro; (228 pag.)US2019/165279; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 432-21-3,Some common heterocyclic compound, 432-21-3, name is 2-Amino-6-chlorobenzotrifluoride, molecular formula is C7H5ClF3N, 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.

[00221] A mixture of 49.3 (50 mg, 0.134 mmol), 3-chloro-2-(trifluoromethyl)aniline (40 mg, 0.2 mmol) and aqueous Na2C03 solution (2 N, 0.80 mmol) in i-PrOH/H20 (10:1 , 4 ml_) was degassed with N2. Then Pd(PPh3)2CI2 (10 mg, 0.0134 mmol) was added to. The reaction suspension was degassed with N2 and heated at 100 C for 30 min by microwave reactor. The reaction mixture was diluted with EA and washed with water. The combined organic layers was dried over anhydrous Na2S04 and filtered. The filtrate was evaporated to give the crude which was purified by prep-HPLC (0.1 % TFA/ACN/ H20) to give the title compound (4.6 mg, 5%). 1H NMR (300 MHz, DMSO-cf6) delta ppm 7.76 (d, 2H), 7.63 – 7.53 (m, 4H), 7.31 (t, 1 H), 7.17 (dd, 2H), 6.93 (d, 1 H), 6.62 (d, 1 H), 3.85 (s, 3H), 3.63 (s, 2H). LC-MS: [M+H]+ = 407.8.

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-chlorobenzotrifluoride, its application will become more common.

Reference:
Patent; NOVARTIS AG; HE, Feng; DU-CUNY, Lei; XIAO, Qitao; XUN, Guoliang; ZHENG, Qiangang; (152 pag.)WO2017/149463; (2017); A1;,
Chloride – Wikipedia,
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Synthetic Route of 39226-95-4, 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 39226-95-4 as follows.

Compound 8 (50 mg, 0.123 mmol) was dissolved in methanol (3 mL), and under the protection of nitrogen, 2,3-dichlorobenzylamine (24 mg, 0.135 mmol) was sequentially added.DMTMM (37.4 mg, 0.135 mmol), N-methylmorpholine (30 muL), reacted at room temperature overnight, TLC detection of starting materials disappeared (developing solvent: dichloromethane-methanol = 10: 1).The solvent was distilled off under reduced pressure, diluted with ethyl acetate, washed successively with water, saturated brine, dried over anhydrous magnesium sulfate, filtered, and the solvent was evaporated under reduced pressure. The obtained crude product was separated by silica gel column chromatography (mobile phase: dichloromethane-methanol = 20: 1) Purification gave 9m (50 mg, 71%) of a white solid compound.

According to the analysis of related databases, 39226-95-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong Academy Of Medical Sciences Pharmaceutical Institute (Shandong Kang Shuailao Research Center ? Shandong Xin Technology Pharmaceutical Institute); Yao Qingqiang; Liu Bo; Yu Kun; Yang Xinmei; Song Linlin; Li Ying; Chen Haijiao; (29 pag.)CN110818759; (2020); A;,
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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. 2613-30-1, name is 4-Chloro-2,5-difluoroaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H4ClF2N

Anhydrous copper (II) bromide (2.7 g, 12.1 mmol) and t-butyl nitrite (1.56 g, 15.1 mmol) were combined in anhydrous acetonitrile (25 mL). The resulting mixture was heated to 65¡ã C. and a solution of 4-chloro-2,5-difluoro-phenylamine (1.65 g, 10.1 mmol) in anhydrous acetonitrile (2 mL) was added dropwise (vigorous gas evolution was noted). After the reaction mixture cooled to ambient temperature, it was added to 2N HCl and extracted twice with diethyl ether. The organic extracts were then combined, washed with 2N HCl, washed with saturated sodium bicarbonate, dried, concentrated and purified by flash chromatography on silica gel (hexanes) to give the title compound as a white solid (1.11 g, 48.4percent yield): 1H NMR (CDCl3) delta 7.38 (dd, 2H), 7.21 (dd, 2H).

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; Dow AgroSciences LLC; US2009/88322; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 363-51-9, A common heterocyclic compound, 363-51-9, name is 2-Chloro-6-fluoroaniline, molecular formula is C6H5ClFN, 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.

General procedure: N, N-Diisopropylethylamine (1.86 g, 18.41 mmol) was added slowly to a stirred solution of 2, 6-dichloroaniline (2 g, 12.34 mmol) in DCM (25 mL) at room temperature and then cooled to 0 oC. Then, thiophosgene (11.4 g, 13.55 mmol) was added dropwise at that temperature and further stirred at room temperature for 3-4 h. After the reaction completion, the reaction mixture was diluted with water and extracted with DCM. The organic portion was dried over Na2SO4, concentrated and purified by flash column using 5% EtOAc in hexane to afford 1, 3-dichloro-2-isothiocyanatobenzene (1.75 g) in 70% yield.

The synthetic route of 363-51-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Muthukaman, Nagarajan; Tambe, Macchindra; Deshmukh, Sanjay; Pisal, Dnyandeo; Tondlekar, Shital; Shaikh, Mahamadhanif; Sarode, Neelam; Kattige, Vidya G.; Pisat, Monali; Sawant, Pooja; Honnegowda, Srinivasa; Karande, Vikas; Kulkarni, Abhay; Behera, Dayanidhi; Jadhav, Satyawan B.; Sangana, Ramchandra R.; Gudi, Girish S.; Khairatkar-Joshi, Neelima; Gharat, Laxmikant A.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 23; (2017); p. 5131 – 5138;,
Chloride – Wikipedia,
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Related Products of 344-19-4, A common heterocyclic compound, 344-19-4, name is 2,6-Dichloro-4-fluoroaniline, molecular formula is C6H4Cl2FN, 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.

General procedure: The appropriate aromatic amine (1mmol) was dissolved under Ar in dry 47 CH2Cl2 (3mL), cooled in an ice bath and treated with a solution of 12 phenyl chloroformiate (190muL, 1.5mmol) and 48 pyridine (200muL, 2.5mmol) in dry CH2Cl2 (1mL). The mixture was then stirred for 2hat room temperature and then worked up. The residue was subjected to column chromatography on silica gel (elution with hexane-EtOAc 9:1) to afford the corresponding 13 urethane.

The synthetic route of 344-19-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Blasco, Victor; Cunat, Ana C.; Sanz-Cervera, Juan F.; Marco, J. Alberto; Falomir, Eva; Murga, Juan; Carda, Miguel; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 817 – 828;,
Chloride – Wikipedia,
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Some common heterocyclic compound, 13078-80-3, name is 2-(2-Chlorophenyl)ethanamine, molecular formula is C8H10ClN, 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. SDS of cas: 13078-80-3

The following compounds of the formula lb listed in Table 1 were prepared analogously to Example 1 using the corresponding amine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 13078-80-3, its application will become more common.

Reference:
Patent; Aventis Pharma Deutschland GmbH; US6344468; (2002); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics