Tag: M.W=100-200

Some common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, molecular formula is C6H5ClFN, 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. Computed Properties of C6H5ClFN

Compound 17 (1.76 g, 10 mmole) was added to a solution of the 2-chloro-4- fluoroaniline (1.45 g, l0mmole) and pyridine (2 mL) in 15 mL of dichioromethane at 0C. The reaction mixture was allowed to warm to room temperature, and continued to stir at room temperature for 12 hours. The reaction mixture was quenched with water (20 mL), and extracted with dichloromethane (20 mL). The organic layer was separated and washed with HCI (0.4N, 10 mL) and brine, and concentrated to give the desired solid Compound 18 (2.8 g, 98%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2106-02-7, its application will become more common.

Reference:
Patent; TAIWANJ PHARMACEUTICALS CO., LTD; YANG, Syaulan S.; LEE, Kuang-Yuan; LIU, Meng-Hsien; HSIAO, Ming-Yu; PENG, Huang-Kai; WANG, Chiung-Wen; WU, Edwin SC; CHIU, Peter JS; (77 pag.)WO2018/156297; (2018); A1;,
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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;,
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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;,
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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;,
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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;,
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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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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;,
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Adding a certain compound to certain chemical reactions, such as: 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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 2533-69-9, COA of Formula: C3H4Cl3NO

To a solution of 2,3-diamino-benzamide (302 mg, 2 mmol) in ether (12 mL) and DCM(9mL), methyl 2,2,2-trichloroacetimidate (0.44 mL, 2.5 mmol) and TFA (1.0 mL, 12.8 mmol)were added. The reaction mixture was stirred at room temperature for 6 h. After evaporation, andchromatography (DCM/methanol=70:1) gave the title compound 5 as a white solid (340 mg,61.3%).

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, Methyl 2,2,2-trichloroacetimidate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhou, Jie; Ji, Ming; Zhu, Zhixiang; Cao, Ran; Chen, Xiaoguang; Xu, Bailing; European Journal of Medicinal Chemistry; vol. 132; (2017); p. 26 – 41;,
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Application of 261762-56-5, These common heterocyclic compound, 261762-56-5, name is 1-Chloro-2-fluoro-3-methoxybenzene, 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.

2-Chloro-3-fluoro-4-methoxybenzaldehyde 1g (6.2 mmol) 3-Chloro-2-fluoroanisole in 20 ml THF was cooled to -70C and 2.7 ml of a 2.5 M n-butyl lithium solution in hexane were added. After one hour at -70 3.93 ml DMF in 7 ml THF were added at -70C and the mixture is stirred another hour at -70C. 15 ml of a 1 M aqueous hydrochloric acid were added and the reaction was warmed to ambient temperature over 18 hours. The reaction mixture was partitioned between diethyl ether and water. The aqueous phase was extracted with diethyl ether, the combined organic phases were washed with brine, dried over sodium sulfate and evaporated. The crude product was purified by chromatography on silica gel to yield 0.25 g 2-chloro-3-fluoro-4-methoxybenzaldehyde. 1H-NMR (CDCl3); delta = 3.98 (s, 3H), 6.98 (dd, 1H), 7.75 (dd, 1H), 10.30 (s, 1H).

The synthetic route of 261762-56-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Schering Pharma Aktiengesellschaft; AstraZeneca AB; EP2149558; (2010); A1;,
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Some common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, molecular formula is C4H6Cl2, 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. COA of Formula: C4H6Cl2

To a solution of 0.235 g of (+)-(1-Benzyloxycarbamoyl-but-3-enyl)-carbamic acid tert-butyl ester (9a) in 8 mL of tetrahydrofuran was added 0.635 g of cesium carbonate. The reaction was heated to 60oC for 60 minutes, and then 1 mL of 2-chloro-3-methallyl chloride was added. The reaction was heated for an additional 20 hours. The reaction was then cooled, quenched with NH4Cl(aq.) solution, and extracted with ethyl acetate. The organic layers were washed with NH4Cl(aq.) and NaCl(aq.) solutions. The aqueous layers were re-extratced with ethyl acetate, and the organic layers combined and dried over Na2SO4(s). Filtration and solvent removal gave a white, oily solid. Column chromatography (hexanes/ethyl acetate gadiant) on silica gel, followed by fraction combination, and solvent removal gave 170 mg of a white solid (57% yield). 1H NMR (CDCl3): d 2.36 (quint, 1H, J=7 Hz), 2.48 (quint, 1H, J=7 Hz), 4.06 (d, 2H, J=4 Hz), 4.12 (m, 1H), 4.68 (m, 1H), 4.88 (bs, 1H), 4.99 (m, 2H), 5.13 (m, 1H), 5.26 (m, 2H), 5.72 (m, 1H), 7.4 (m, 5H); MS: 839 (2M+Na), 431 (M+Na).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1871-57-4, its application will become more common.

Reference:
Article; Wilson, Lawrence J.; Wang, Bingbing; Yang, Shyh-Ming; Scannevin, Robert H.; Burke, Sharon L.; Karnachi, Prabha; Rhodes, Kenneth J.; Murray, William V.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 21; (2011); p. 6485 – 6490;,
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